Tag: M.W:100-200

141-30-0, 3,6-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5L, 3-neck flask was charged with 500.Og (3.356 moles) of 2,6-dichloropyridazine, followed by 1000 mL of methanol. The resulting pale yellow solution was treated with 2300 mL of a 25% (by weight) solution OfNaOCH3 in methanol over 3 hr. The resulting mixture was heated at gentle reflux for 20 hr. Afterward, the mixture was cooled to 4O0C and poured into 6000 mL water/2000 mL CH2Cl2. The aqueous layer was extracted with CH2Cl2 (2×1 L). The combined organics were then dried over MgSO4 to give a white crystalline solid. The solid was further dried in vacuo to give the title compound (458.3g ;97.5% yield). NMR spectrum (DMSO) delta ppm 3.94 (s, 6H) 7.17 (s,2H).

141-30-0, 141-30-0 3,6-Dichloropyridazine 67331, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; ASTRAZENECA AB; ALHAMBRA, Cristobal; CHANG, Hui-Fang (Amy); CHAPDELAINE, Marc; HERZOG, Keith, John; SCHMIESING, Richard, J; WO2011/21979; (2011); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88497-27-2,3-Amino-6-bromopyridazine,as a common compound, the synthetic route is as follows.

88497-27-2, Step 1. Preparation of 6-(1-Methyl-1,2,3,6-tetrahydro-pyridin-4-yl)-pyridazin-3-ylamine In a 15 mL microwave reaction vial was added potassium phosphate tribasic (1.43 g, 6.74 mmol), 6-bromopyridazin-3-amine (335 mg, 1.93 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridinium chloride (500 mg, 1.93 mmol), X-PHOS (138 mg, 289 mumol) and bis(dibenzylideneacetone)palladium (83 mg, 144 mumol) in 7 mL n-butanol and 1.4 mL H2O. The tube was sealed under argon and heated at 115 C. in oil bath for 3 hrs then stirred at room temperature overnight. The phases were separated and the aqueous was extracted with EtOAc.(10 ml). Water (20 mL) was added to the residual aqueous phase and was extracted with DCM (3*10 mL). The extracts were combined with the EtOAc organic phase. The resultant solution was absorbed onto silica gel and purified by LC chromatography eluting with 0-10% (10% NH4OH in MeOH) in 1/1 EtOAc/hexane to afford 300 mg (82%) of the title compound.

88497-27-2 3-Amino-6-bromopyridazine 2794779, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; Berthel, Steven Joseph; Billedeau, Roland Joseph; Brotherton-Pleiss, Christine E.; Firooznia, Fariborz; Gabriel, Stephen Deems; Han, Xiaochun; Hilgenkamp, Ramona; Jaime-Figueroa, Saul; Kocer, Buelent; Lopez-Tapia, Francisco Javier; Lou, Yan; Orzechowski, Lucja; Owens, Timothy D.; Tan, Jenny; Wovkulich, Peter Michael; US2012/40949; (2012); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1837-55-4, 3,5-Dichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 95: 5-[(3R)-3-(Methylamino)pyrrolidin-1-yl]-N-(2- methylpropyl)pyridazin-3-arnine. [1 -(delta-Chloro-pyridazin-^yO-pyrrolidin-S-yO-methyl-carbamic acid tert-butyl ester. A solution of 3,5-dichloropyridazine (149 mg, 1.0 mmol) in THF (3 ml_) at 23 0C was treated with (RJ-methyl-pyrrolidin-S-yl-carbamic acid tert-butyl ester (440 mg, 2.2 mmol) and the reaction stirred at 23 0C for 18 h. The reaction diluted with EtOAc (30 ml) and solution washed with water (2 x 5 ml) and combined organic solution dried and concentrated and crude material purified on 16 g SiO2 (O to 30% EtOAc : Hex) to yield 283 mg (91 % yield) of the desired regioisomer and 17 mg (5% yield) of the undesired regioisomer. MS (ESI): mass calcd. for Ci4H2iCIN4O2, 312.5 m/z found, 313.5 [M+H]+. [1 -(delta-lsobutylamino-pyhdazin^-yO-pyrrolidin-S-yO-methyl-carbamic acid tert- butyl ester. A solution of [1-(6-chloro-pyhdazin-4-yl)-pyrrolidin-3-yl]-methyl- carbamic acid tert-butyl ester (32 mg, 0.1 mmol) in isobutylamine (1.0 ml) in a sealed tube was heated to 120 0C for 72 h. The resulting solution was purified directly on 12 g SiO2 (0 to 5% NH3/Me0H:CH2CI2) to yield 20 mg (55% yield). lsobutyl-[5-(3-methylamino-pyrrolidin-1 -yl)-pyhdazin-3-yl]-amine dihydrochlohde. To a stirring solution of [1-(6-isobutylamino-pyhdazin-4-yl)- pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester (19 mg, 0.06 mmol) in 96% formic acid (0.5 ml_) was added 0.05 ml of aqueous 6N HCI. The mixture was stirred for 2 hr, diluted with MeOH and concentrated under reduced pressure (repeat 3X) to give the desired product as a white solid (101 mg, >99%). MS (ESI): mass calcd. for Ci3H23N5, 249.4 m/z found, 250.2 [M+H]. 1H NMR (400 MHz, CD3OD): 8.12 (d, J = 2.5, 1 H), 6.08 (s, 1 H), 4.1 1 – 4.01 (m, 1 H), 4.04 – 3.47 (m, 4H), 3.35 (s, 1 H), 3.15 (d, J = 7.0, 2H), 2.82 (s, 3H), 2.65 – 2.53 (m, 1 H), 2.43 – 2.31 (m, J = 5.6, 1 H), 1.96 (dt, J = 13.4, 6.7, 1 H), 1.03 (d, J = 6.7, 6H)., 1837-55-4

As the paragraph descriping shows that 1837-55-4 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; WO2009/152325; (2009); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

933-76-6,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.933-76-6,4,5-Dichloro-2-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

Step C: Preparation of 4,5-dichloro-6-iodo-2-methyl-3(2H)-pyridazinone (0418) To 4,5-dichloro-2-methyl-3(2H)-pyridazinone (i.e. the product obtained in Example 1, Step B) (5.0 g, 27.9 mmol) dissolved in 80 mL tetrahydrofuran was added 2,2,6,6-bis(tetramethylpiperidine)zinc, magnesium chloride, lithium chloride complex 0.35M in toluene/tetrahydrofuran (i.e. Zn(TMP)2-LiCl-MgCl2 54 mL, 0.35 M in tetrahydrofuran/toluene) 18.75 mmol) over 3 to 5 min. The cloudy reaction mixture was stirred for 15 min and then iodine (8.5 g, 33.51 mmol) was added. The resulting mixture was stirred at ambient temperature for 15 min. The reaction mixture was quenched with aqueous sodium bisulfite solution (to remove excess iodine color), then water (200 mL) followed by 1 N aqueous hydrochloric acid (100 mL). The mixture was extracted with ethyl acetate (300 mL, then 200 mL). The resulting crude product which was purified by silica gel column chromatography eluting with 10% ethyl acetate in petroleum ether. A solid was triturated with diethyl ether and pentane, and the resulting pale yellow solid was dried (3 g). 1H NMR delta 3.83 (s, 3H).

933-76-6 4,5-Dichloro-2-methylpyridazin-3(2H)-one 120462, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; STEVENSON, Thomas Martin; SELBY, Thomas Paul; MARCUS, Kimberly Katherine; (118 pag.)WO2017/74992; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19064-67-6,6-Chloro-3-hydroxypyridazine,as a common compound, the synthetic route is as follows.

General procedure: Method A. A mixture of corresponding chloronitropyridine (Ia-c) (1.59 g, 10 mmol), diazole or 3-chloropyridazin-6-one (10 mmol), and powdered K2CO3 (4.14 g) was thoroughly stirred for several hours at a temperature from 45 to 65 C (the exact time and temperature values are shown for the individual compound). The mixture was then cooled, poured into 100 mL of H2O, and the formed precipitate was filtered off and washed with water.

19064-67-6, 19064-67-6 6-Chloro-3-hydroxypyridazine 252828, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Klimenko; Divaeva; Zubenko; Morkovnik; Fetisov; Bodryakov; Russian Journal of Bioorganic Chemistry; vol. 41; 4; (2015); p. 402 – 408; Bioorg. Khim.; vol. 41; 4; (2015); p. 454 – 461,8;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-50-8,Methyl 6-chloropyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

EXAMPLE 2The preparation of methyl 3-[3-(5-bromopyrimidin-2-yl)benzyl]-1,2,4-triazolo[4,3-b]pyridazine-6-carboxylate (“A9”) and butyl 3-[3-(5-bromopyrimidin-2-yl)benzyl]-1,2,4-triazolo[4,3-b]pyridazine-6-carboxylate (“A10”), preparation of 3-[3-(5-bromopyrimidin-2-yl)benzyl]-1,2,4-triazolo[4,3-b]-pyridazine-6-carboxylic acid (“A11”), and preparation of N-methyl-3-[3-(5-bromopyrimidin-2-yl)benzyl]-1,2,4-triazolo[4,3-b]pyridazine-6-carboxamide (“A12”) is carried out analogously to the following scheme, 65202-50-8

65202-50-8 Methyl 6-chloropyridazine-3-carboxylate 12379801, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; MERCK PATENT GMBH MIT BESCHRAENKTER HAFTUNG; US2011/257173; (2011); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

7252-84-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7252-84-8,3-Amino-6-methoxypyridazine,as a common compound, the synthetic route is as follows.

Example 67: Preparation of 2-{3-[2-(4-chlorophenyl)ethyl]-l-(4-fluorophenyl)-5- oxo-2-sulfanylideneimia^zolidin-4-yl}-N-(5-methoxypyridin-2-yl)acetamMe. TBTU (18.2 mg; 0.55 mmol; 1.5 eq) and DIPEA (129 mu 0.74 mmol; 2 eq) were added to a solution of 2-{3-[2-(4-chlorophenyl)ethyl]-l-(4-fluorophenyl)-5-oxo-2- sulfanylideneimidazolidin-4-yl} acetic acid (1-5) (150 mg; 0.37 mmol; 1 eq) in dioxane (2 mL). The reaction mixture was stirred at room temperature for 30 minutes, before adding 6-methoxypyridazin-3-amine (93 mg; 0.74 mmol; 2 eq) in dimethylformamide (0.1 mL). The reaction mixture was stirred at room temperature overnight. Saturated ammonium chloride (30 mL) was added and the aqueous layer was extracted with ethyl acetate (3 x 30 mL). The combined organic layers were washed with saturated sodium chloride (3 x 30 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude was triturated in methanol/diethyl ether. The title compound, 2-{3-[2-(4-chlorophenyl)ethyl]-l-(4- fluorophenyl)-5-oxo-2-sulfanylideneimidazolidin-4-yl}-N-(5-methoxypyridin-2- yl)acetamide was obtained in 17% yield (33.14 mg) as a white powder. 1H-NMR (DMSO-d6): delta (ppm) 2.9 (m, 1H), 3.04 (m, 1H), 3.22 (dd, 1H, J = 16.9 Hz, 3.8 Hz), 3.46 (m, 1H), 3.75 (m, 1H), 3.98 (s, 3H), 4.16 (m, 1H), 4.8 (t, 1H, J = 4.2 Hz), 7.35 (m, 9H), 8.16 (d, 1H, J = 9.6 Hz), 11.22 (s, 1H); MS (ESI+): m/z = 513.7, 515.7 [M+H]+ .

As the paragraph descriping shows that 7252-84-8 is playing an increasingly important role.

Reference£º
Patent; VIVALIS; GUEDAT, Philippe; BERECIBAR, Amaya; CIAPETTI, Paola; VENKATA PITHANI, Subhash; TROUCHE, Nathalie; WO2013/171281; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

14161-11-6, 3,4,5-Trichloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

47.93 g (0.261 mole) of 3,4,5-trichloro-pyridazine are dissolved in ethanol and 49.7 ml (r=0.982 g/cm3, 0.65 mole) of 3-amino-1-propanol are added to it under stirring. The solution is heated to boiling, boiled for 30 minutes and a sample is taken for TLC (eluent: a 10:10:0.5 mixture of ethyl acetate:acetone:triethylamine, Rf values: (XI)=0.90, (IV)=0.48, (IVA)=0.32, contamination of unknown stucture=0.75). The reaction takes place generally within 30 minutes and 1 hour, the whole amount of the starting substance is used up. The reaction mixture is then evaporated, 13 g of sodium chloride are dissolved in distilled water and the thus-obtained solution is added to the evaporated mixture under stirring. The reaction mixture is allowed to stand in a refrigerator overnight at 5 C. The separated crystals are washed with 10 to 12 ml of cold distilled water and the precipitate is dried. Thus 27.7 g (47.7%) of crude product (IVA) are obtained. M.p.: 150-153 C. After recrystallization from methanol the melting point rises to 157-158 C. The physical characteristics will be specified later. [00051] The aqueous mother liquor is extracted 5 times with 200 cm3 each of ethyl acetate, dried over hot magnesium sulfate, filtered on activated carbon and evaporated to dry. The bulk of the residual crude product is the compound of formula (IV). [00052] Yield of the crude product: 28.02 g (48.32%), according to HPLC analysis it contains 7 to 8% of (IVA) and 1 to 2% of contamination of unknown structure. The crude product is purified by recrystallization from cold diethyl ether in the following way: 300 ml of diethyl ether are added to it in 5 portions and the oily product is stirred at room temperature. The ether solution is decanted on every occasion and fresh ether is used. The ether solutions are combined, evaporated to a volume of 100 ml and the separated crystals are filtered off. Thus 15.6 g (26%) of compound of the formula (IV) are obtained. M.p.: 65-66 C. According to MPLC analysis carried out after purification (IVA) <3.0% and (IV)>97%. For the elaboration of the HPLC method small amounts of standards have been prepared by column chromatography. HPLC method: [00053] Column: Ultrasphere SI 3 mm. 75 cm¡Á4.6 mm. [00054] Eluent: cyclohexane:ethyl acetate (1:1). [00055] Flow rate: 1.0 ml/min. [00056] Detection: UV 254 nm. [00057] Injected volume: 20 ml (0.8% dilution). [00058] Retention times: 5.13 for compound (IV) and 13.46 minutes for compound (IVA).The Physico-chemical Characteristics of 4-(3-hydroxypropyl-amino)-3,5-dichloropyridazine (IV) [00059] M.p.: 65-66 C. [00060] TLC: ethyl acetate_triethylamine=20:0.5 [00061] Rf=0.36[TABLE-US-00001] Analysis for the formula C7H9Cl2NO3 (222.08): CHClN Calculated: 37.86%4.09%31.93%18.92% Found: 37.624.12%31.71%18.67% IR (KRr) nu cm-1: 3249, 2947, 1591, 1454, 1390, 1353, 1212, 1177, 1124, 1075, 1037, 908, 683, 522, 460. [00062] 1H-NMR (DMSO): delta 8.70 [s, (1H) pyridazine C-6 ], 6.8 [t, (1H) 4-NH], 4.7 [t, (1H) OH], 3.74 [qa, (2H) N-CH 2], 3.5 [qa, (2H) CH2-O-] 1.73 [m, (2H) C-CH2-C]. [00063] 13CNMR (DMSO) delta ppm: 150.8, 116.0, 140.1, 114.7 (pyridazine carbon atoms), (60 C-OH), (43.6 NH-C), (31.9 C-CH2-C).Physico-chemical Characteristics of the 5-(3-hydroxypropyl-amino)-3.4-dichloropyridazine (IVA) [00064] M.p.: 157-158 C. [00065] TLC: ethyl acetate_triethylamine=20:0.5 [00066] Rf=0.16[TABLE-US-00002] Analysis for the formula C7H9Cl2N3O (222.08): CHClN Calculated: 37.86%4.09%31.93%18.92% Found: 37.684.11%31.77%18.73% IR (KBr) nu cm-1: 3269, 2935, 1568, 1334, 1283, 1224, 1139, 1070, 1043, 861, 830, 795, 661, 540, 514. [00067] 1H-NMR (DMSO): delta ppm: 8.73 [s,(1H) pyridazine C-6], 7.59 [t,(1H) 5-NH], 4.66 [t,(1H) OH], 3.4-3.6 [m,(4H) CH2-X X=heteroatom], 1.73 [m,(2H) C-CH2C]. [00068] The stereoscopic vicinity of the NH proton at position 5 and the pyridazine proton at position 6 has been proved by a DNOE experiment. [00069] 13CNMR (DMSO) delta ppm: 152.1, 143.7, 137.2, 114.4 (pyridazine carbon atoms), (58.4 C-OH), (39.9 C-NH), (31.4 C-CH2-C).

14161-11-6, The synthetic route of 14161-11-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Egis Gyogyszergyar Rt.; US6800758; (2004); B1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.932-22-9,4,5-Dichloro-3(2H)-pyridazinone,as a common compound, the synthetic route is as follows.,932-22-9

General procedure: To a solutionof 4,5-dichloropyridazin-3(2H)-one (1, 3.0 mmol) andEt3N (3.6 mmol) in CH2Cl2 (30 mL) was added dropwise theappropriate alkyl/aryl chloroformate (2, 3.9 mmol) and themixture was stirred for 10 min at 5 C (Scheme 1). Thereaction mixture was washed using water (5 ¡Á 50 mL). Theorganic layer was dried over anhydrous magnesium sulfate,and then evaporated under reduced pressure. The resultingresidue was recrystallized from THF/n-hexane (1:3, v/v) togive the product 3.

932-22-9 4,5-Dichloro-3(2H)-pyridazinone 73247, apyridazine compound, is more and more widely used in various fields.

Reference£º
Article; Sung, Gi Hyeon; Bo, Ram Kim; Ryu, Ki Eun; Kim, Jeum-Jong; Yoon, Yong-Jin; Bulletin of the Korean Chemical Society; vol. 35; 9; (2014); p. 2758 – 2764;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

1120-95-2, 3-Chloropyridazine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme 6 A suspension of 0.508 g (4.44 mmol) of compound 17 and 0.338 g (4.44 mmol) of thiourea in 18 mL of ethanol was heated at 90C for 2 h. After this time, the reaction mixture was cooled to room temperature and concentrated. To the residue was added 30 mL of water, followed by 0.235 g (2.22 mmol) of sodium carbonate and the resulting solution was extracted with four 25 mL portions of methylene chloride. The combined organics were dried over anhydrous sodium sulfate, filtered, and concentrated to afford 0.34 g (68%) of compound 18 as a dark-yellow solid: MS: Calcd. for C4H5N2S (MH+), m/z = 113.0; found 113.0. Retention time: 1.56 min., 1120-95-2

As the paragraph descriping shows that 1120-95-2 is playing an increasingly important role.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; WU, Wen-Lian; BURNETT, Duane, A.; WO2013/36464; (2013); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem