Analyzing the synthesis route of 29049-45-4

As the paragraph descriping shows that 29049-45-4 is playing an increasingly important role.

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A suspension of 4-amino-6-chloropyridazine (1) (2.59 g, 22.3 mmol, 1.0 eq) in CH2CI2 (65 ml_) was cooled to 0 C before the addition of triethylamine (10.9 ml_, 77.9 mmol, 3.5 eq) and di-fe/f-butyl dicarbonate (12.2 g, 55.7 mmol, 2.5 eq). The suspension was warmed to room temperature and stirred for 17.5 h then DMAP (277 mg, 2.23 mmol, 0.1 eq) and additional di-fe/f-butyl dicarbonate (4.86 g, 22.3 mmol, 1.0 eq) were added. The reaction was stirred for 2.5 h then concentrated in vacuo. Purification twice by silica gel chromatography using hexane/EtOAc (1 :0-4: 1 ) yielded intermediate 2 as an orange solid (3.40 g, 46%). (1299) LCMS (ES): Found 174.0 [M-C02fBu-fBu+3H]+. (1300) 1H NMR (300MHz, DMSO-cf6), d: 9.33 (d, J=2.1 Hz, 1 H), 8.14 (d, J=2.1 Hz, 1 H), 1.41 (s, 18H)., 29049-45-4

As the paragraph descriping shows that 29049-45-4 is playing an increasingly important role.

Reference:
Patent; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 1352925-63-3

As the paragraph descriping shows that 1352925-63-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1352925-63-3,Ethyl 4,6-dihydroxypyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

A solution of ethyl 4, 6-dihydroxypyridazine-3-carboxylate (compound 47.4; 3.2 g, 17.387 mmol) in phosphorus oxychloride (35 mL, 226.037 mmol) was heated at 100 C for 3.5 h. The resulting reaction mixture was cooled to ambient temperature and the excess of phosphorus oxychloride was removed under vacuum. The traces phosphorus oxychloride was further removed by azeotropic distillation with chloroform (50 mL). The resulting residue was taken up in to ice water and extracted with EtOAc (3 x 500 mL). The combined organic layers were washed with water (100 mL), brine (100 mL), dried over Na2S04, filtered and concentrated under reduced pressure. The resulting crude material was purified by flash chromatography (60-70% EtOAc in hexane) yielding ethyl 4, 6-dichloropyridazine-3- carboxylate (compound 47.3; 2.5 g, 11.310 mmol). LCMS: Method B, 3.750 min, MS: ES+ 219.98 (M+l)., 1352925-63-3

As the paragraph descriping shows that 1352925-63-3 is playing an increasingly important role.

Reference:
Patent; ORFAN BIOTECH INC.; MAAG, Hans; FERNANDES, Miguel Xavier; (160 pag.)WO2019/133813; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 1834-27-1

1834-27-1, 1834-27-1 6-Chloro-4-methylpyridazin-3(2H)-one 164886, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1834-27-1,6-Chloro-4-methylpyridazin-3(2H)-one,as a common compound, the synthetic route is as follows.

To a mixture containing 6-chloro-4-methylpyridazin-3(2H)-one (250 mg, 1.729 mmol) and K2CO3 (598 mg, 4.32 mmol) in DMF (2.5 mL) was added ethyl iodide (0.210 mL, 2.59 mmol). The reaction mixture was stirred at room temperature for 22 h. The reaction mixture was diluted with water (25 mL) and extracted with ethyl acetate (3×40 mL). The combined extracts were washed with 10% LiCl (2×20 mL) and saturated aqueous NaCl solution (1×20 mL), dried (Na2S04), filtered and concentrated to afford crude product. The crude product was dissolved in a small amount of DCM and charged to an ISCO silica gel 12 g ISCO column which was eluted over a 10 min gradient with 0%-100% hexanes/ethyl acetate to afford 6-chloro-2-ethyl-4-methylpyridazin-3(2H)-one (250 mg, 1.448 mmol, 84% yield), m/z (173, M+H). LCMS MH+: 173. HPLC Ret. Time 0.70 min. Method Bl . NMR (400 MHz, CHLOROFORM-d) delta 7.06 (q, J=1.2 Hz, 1H), 4.17 (q, J=7.2 Hz, 2H), 2.21 (d, J= 2 Hz, 3H), 1.37 (t, J=7.2 Hz, 3H).

1834-27-1, 1834-27-1 6-Chloro-4-methylpyridazin-3(2H)-one 164886, apyridazine compound, is more and more widely used in various fields.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DYCKMAN, Alaric J.; DODD, Dharmpal S.; HAQUE, Tasir Shamsul; WHITELEY, Brian K.; GILMORE, John L.; (192 pag.)WO2019/28302; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 29049-45-4

29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

29049-45-4, Into a 50-mL round-bottom flask, was placed 6-chloropyridazin-4-amine (570 mg, 4.40 mmol, 1 equiv), dioxane (20 mL), CH3NH2-H20 (4 mL). The resulting solution was stirred overnight at 140 C. The resulting mixture was concentrated under vacuum. The crude product was purified by Flash-Prep-HPLC A. This resulted in 320 mg (59%) of the title compound as a yellow solid. Analytical Data: LC-MS: (ES, m/z): RT= 0.187 min, LCMS 45, m/z = 125 [M+l].

29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; FOLEY, Megan Alene; HARVEY, Darren Martin; KUNTZ, Kevin Wayne; MILLS, James Edward John; MUNCHHOF, Michael John; (586 pag.)WO2017/181177; (2017); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 29049-45-4

29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[0512] Compound 487A was prepared by an analogous method as that of 473B, except using compound 3-chloro-5-aminopyridazine in place of compound 2-bromo-6-aminopyridine., 29049-45-4

29049-45-4 6-Chloropyridazin-4-amine 14099144, apyridazine compound, is more and more widely used in various fields.

Reference:
Patent; Das, Jagabandhu; Padmanabha, Ramesh; Chen, Ping; Norris, Derek J.; Doweyko, Arthur M.P.; Barrish, Joel C.; Wityak, John; Lombardo, Louis J.; Lee, Francis Y.F.; US2004/54186; (2004); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 35857-93-3

35857-93-3, The synthetic route of 35857-93-3 has been constantly updated, and we look forward to future research findings.

35857-93-3, 3,6-Dichloropyridazine-4-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred solution of 3,6-dichloropyridazine-4-carbonitrile (2.00 g, 11.50 mmol, 1.00 equiv) in methanol (20 mL) was added hydrazine hydrate (1.15 g, 22.97 mmol, 2.00 equiv) dropwise at room temperature. The resulting solution was heated at 60 C for 1 hour. After completion the mixture was concentrated under vacuum and the residue was diluted with ethyl acetate. Theprecipitates were collected by filtration to give the title compound (1.8 g, 92%) as a light yellow solid. LC-MS (ES, m/z): 170 [M+H].

35857-93-3, The synthetic route of 35857-93-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; BLAQUIERE, Nicole; BURCH, Jason; CASTANEDO, Georgette; FENG, Jianwen A.; HU, Baihua; STABEN, Steven; WU, Guosheng; YUEN, Po-wai; WO2015/25025; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 29049-45-4

29049-45-4, As the paragraph descriping shows that 29049-45-4 is playing an increasingly important role.

29049-45-4, 6-Chloropyridazin-4-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a stirred suspension of potassium tert-butoxide (3.90 g, 34.7 mmol) in 1,4-Dioxane (50 mL) was added a mixture of (,S)-(2,2-dimethyl-l,3-dioxolan-4-yl)methanol (2.75 g, 20.84 mmol) at 0 C and the reaction mixture was stirred at 25 C for 1 h. under Nitrogen atmosphere, then 6-chloropyridazin-4-amine (1.5 g, 1 1.58 mmol) was added to the reaction mixture and the resulted reaction mixture was stirred at 1 10 C for 16 h. (TLC System: Neat Ethyl acetate, Rf: 0.3). The reaction mixture was poured in to ice cold water (40 ml) and extracted with EtOAc (2×80 mL). The combined organic layer was washed with brine solution (50 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to get crude compound. The crude material was purified by flash column chromatography (Neutral alumina, Eluent: 65% Ethyl acetate in Pet ether) to afford the desired product (,S)-6-((2,2-dimethyl-l,3-dioxolan-4-yl)methoxy)pyridazin-4-amine (1.0 g, 4.28 mmol, 37.0 % yield) as a white solid. LCMS (m/z): 226.20 [M+H]+.

29049-45-4, As the paragraph descriping shows that 29049-45-4 is playing an increasingly important role.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 65202-58-6

As the paragraph descriping shows that 65202-58-6 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.65202-58-6,3-Bromo-6-methylpyridazine,as a common compound, the synthetic route is as follows.,65202-58-6

EXAMPLE 5 Following a procedure similar to that of Example 3, 81 millimoles of 6-methyl-3-bromopyridazine was combined with 16 mL DIPEA and 163 mmoles of 4-hydroxypiperidine and heated to 120 for 16 hours to obtain 6-methyl-3-(4-hydroxy-1-piperdinyl)pyridazine (Formula IV: Y=bond, R=CH3) in 24% yield. 6.8 Mmols of the latter and 7.4 mmoles of 2-methyl-5-(4-hydroxy-3,5-dimethyl phenyl)-2H-tetrazole (Formula III: R2 =R3 =R4 =CH3) were reacted with equimolar amounts of DEAD and TPP essentially as described above in Example 1c.

As the paragraph descriping shows that 65202-58-6 is playing an increasingly important role.

Reference:
Patent; Sterling Winthrop Inc.; US5242924; (1993); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 1352925-63-3

1352925-63-3 Ethyl 4,6-dihydroxypyridazine-3-carboxylate 69007765, apyridazine compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1352925-63-3,Ethyl 4,6-dihydroxypyridazine-3-carboxylate,as a common compound, the synthetic route is as follows.

1352925-63-3, To a solution of ethyl 4,6-dihydroxypyridazine-3-carboxylate (2.1 g, 11.40 mmol) in 40 ml NH3-CH3OH was held at room temperature with stirring on for 20h under N2. The solvents were removed in vacuo, and the residue was used to next step directly. m/z calcd for[C5H5N303]+ [M+H]+: 156.0; found: 156.0.

1352925-63-3 Ethyl 4,6-dihydroxypyridazine-3-carboxylate 69007765, apyridazine compound, is more and more widely used in various fields.

Reference:
Patent; GALECTO BIOTECH AB; BRIMERT, Thomas; JOHNSSON, Richard; LEFFLER, Hakon; NILSSON, Ulf; ZETTERBERG, Fredrik; (284 pag.)WO2016/120403; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 108784-42-5

108784-42-5 6-Fluoropyridazin-3-amine 13719068, apyridazine compound, is more and more widely used in various fields.

108784-42-5, 6-Fluoropyridazin-3-amine is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,108784-42-5

12. The starting material was prepared as follows: 6-amino-3-fluoropyridazine (1.15 mmoles; Footnote 6) and alpha’-chloro-alpha,alpha,alpha-trifluoro-m-xylene in the minimum of DMF were heated to 60 C. for 4 hours. Evaporation of the solvent and trituration of the residue with anhydrous ether gave 6-amino-3-fluoro-1-(3-trifluoromethylbenzyl)-pyridazinium chloride.

108784-42-5 6-Fluoropyridazin-3-amine 13719068, apyridazine compound, is more and more widely used in various fields.

Reference:
Patent; Imperial Chemical Industries plc; ICI Pharma; US5049558; (1991); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem