Some tips on 35857-89-7

The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The piperidin-4-yl carbamate (3.00g, 15.00mmol), 6- chloro-3-cyano-pyridine (2.08g, 15.00mmol) and Na2CO3 (3.20g, 30.19mmol) was dissolved in DMF (40mL ), and the reaction was stirred for 4:00 at 90 . After completion of the reaction, was cooled to room temperature, water (120mL), and (100mL ¡Á 3) and extracted with ethyl acetate, the combined organic phases were washed with saturated brine (300mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was mixed solvent of petroleum ether and ethyl acetate (10/1 (v / v), 80mL) beating and filtered to give the title compound as a white solid (4.50 g of, 99% yield)., 35857-89-7

The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (105 pag.)CN105461694; (2016); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 35857-89-7

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

tert- butyl bis(4-hydroxybutyl)carbamate(0.39 g)Was dissolved in N, N-dimethylformamide (4.5 mL). Sodium hydride (0.16 g) was added thereto,Then 6-chloropyridazine-3-carbonitrile(0.46 g) was added. This was stirred at room temperature for 22 hours. A saturated aqueous solution of ammonium chloride was added thereto, and then extracted with ethyl acetate. The organic layer was concentrated. The obtained residue was purified by silica gel column chromatography to give the title compound (0.24 g). The NMR analysis result of the obtained compound was as follows.

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NIPPON SODA COMPANY LIMITED; IHORI, YOICHI; SHIBAYAMA, KOTARO; INOUE, SHUJI; KANG, CHANG-KYUNG; SHIINOKI, YASUYUKI; NISHIMURA, SATOSHI; (60 pag.)JP2016/222655; (2016); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 35857-89-7

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

To 4-yl amino-carboxylate (1.40g, 6.99mmol) and 6-chloro-pyridazin-3-carbonitrile (967.4mg, 6.93mmol) in ethanol(20mL) was added triethylamine (976.2mg, 9.65mmol) solution. The reaction was stirred overnight at room temperature, and then concentrated under reduced pressure. IncomeThe residue was mixed solvent of ethanol and water (10mL / 1mL) beating 0.5 hours, filtered to give the title compound as a light brown solid (2.13g,100% yield).

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (105 pag.)CN105461694; (2016); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 35857-89-7

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2H-tetrazole (1.83 1 g, 26.1 mmol) in DMF (30 ml) was added Cs2CO3 (8.52 g, 26.1 mmol) at 0 C. The resulting solution was stirred at 0 C for 15 mm followed by addition of 6-chloropyridazine-3-carbonitrile (Liu, et al., I Med. Chem. 2007, 50, 3086-3 100)(3.04 g, 21.79 mmol). The resulting solution was stirred at rt for 30 mm, then heated at 90 C for30mm. The mixture was cooled to rt, and partitioned between EtOAc and sat. NaHCO3. The organic layer was washed with sat.NaHCO3 three times, dried over Na2504, and concentrated. The residue was stirred with DCM. The solid was collectted by filtration to give the title compound.

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; MERCK SHARP & DOHME CORP.; BISWAS, Dipshikha; DING, Fa-Xiang; DONG, Shuzhi; GU, Xin; JIANG, Jinlong; PASTERNAK, Alexander; SUZUKI, Takao; VACCA, Joseph; XU, Shouning; WO2015/105736; (2015); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 35857-89-7

As the paragraph descriping shows that 35857-89-7 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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

A solution of (7?)-(-)-N-boc-3-pyrrolidinol (CAS: 109431-87-0; 0.80 g, 4.27 mmol) in DMF (3.31 mL) was added dropwise to a stirred mixture of NaH (60% dispersion in mineral oil, 0.21 g, 5.13 mmol) and l5-crown-5 (1.14 mL, 4.27 mmol) in DMF (3.31 mL) at 0 C. The reaction mixture was stirred at 0 C for 30 min and a solution of 6- chloro-3-pyridazinecarbonitrile (CAS: 35857-89-7; 656 mg, 4.70 mmol) dissolved in DMF (3.1 mL) was added portionwise at 0 C. The resulting mixture was stirred at 80 C for 3 h. The mixture was concentrated in vacuo and the residue was diluted with water and extracted with EtOAc. The organic layer was dried (MgS04), filtered and evaporated in vacuo. The crude product was purified by flash column chromatography (silica, EtOAC in heptane, gradient from 0/100 to 60/40). The desired fractions were collected and concentrated in vacuo to afford intermediate 42 (810 mg, 65%) as a white solid., 35857-89-7

As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.

Reference£º
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; MARTINEZ-VITURRO, Carlos Manuel; DELGADO-JIMENEZ, Francisca; CONDE-CEIDE, Susana; VEGA RAMIRO, Juan, Antonio; (178 pag.)WO2019/243527; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Brief introduction of 35857-89-7

As the paragraph descriping shows that 35857-89-7 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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

Step 1) tert-butyl (1-(6-cyanopyridazin-3-yl)piperidin-4-yl)(methyl)carbamate To a solution of tert-butyl methyl(piperidin-4-yl)carbamate (605.8 mg, 2.83 mmol) and 6-chloropyridazine-3-carbonitrile (796.5 mg, 5.71 mmol) in EtOH (15 mL) was added Et3N (1.14 g, 11.30 mmol). The reaction mixture was stirred at rt overnight and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/PE (v/v)=1/1) to give the title compound as a yellow solid (252.0 mg, yield 28.1%). LC-MS (ESI, pos. ion) m/z: 318.0 [M+H]+; 1H NMR (400 MHz, CDCl3) delta (ppm): 7.45 (d, J=9.6 Hz, 1H), 6.87 (d, J=9.6 Hz, 1H), 4.68 (d, J=13.0 Hz, 2H), 4.33 (t, J=6.7 Hz, 1H), 3.11 (t, J=12.2 Hz, 2H), 2.73 (s, 3H), 1.85 (d, J=11.8 Hz, 2H), 1.71 (m, 2H), 1.50 (s, 9H)., 35857-89-7

As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.

Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Calitor Sciences, LLC; Xi, Ning; Li, Minxiong; Li, Xiaobo; Dai, Weilong; Hu, Haiyang; Zhang, Tao; Chen, Wuhong; (78 pag.)US2016/229837; (2016); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 35857-89-7

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

Raw (R)-2-bromo-7-((3,3-dimethylpiperidin-4-yl)amino)pyrazolo[1,5-a]pyrimidine- 6-carboxamide XI (2.05 g, 5.58 mmol) from Step 6 was dissolved in dry dimethylformamide (50 mL) under argon atmosphere. To the solution triethylamine (3.91 mL, 27.9 mmol) and then 6-chloropyridazine-3-carbonitrile (963 mg, 6.69 mmol) were added. Reaction mixture was heated at 80 C with stirring for 1 hour. After cooling to room temperature, 100 mL of water was added and the mixture was extracted with AcOEt (3 x 100 mL). Organic phases were combined, dried and evaporated under reduced pressure. To the residue toluene (50 mL) was added and evaporated under reduced pressure. This was repeated twice. The residue was purified by column chromatography (silica gel, eluent: dichloromethane: methanol = 98:2, v/v). Product was obtained as a light-yellow solid (2.35 g, 4.99 mmol) with the yield of 89%. MS-ESI: (m/z) calculated for C19H21BrN9O [M+H]+= 470.1, found 470.1. 1H NMR (300 MHz, CDCl3 ) delta 11.06 (d, J=8.3 Hz, 1H), 8.44 (s, 1H), 7.50 (d, J=9.7 Hz, 1H), 6.99 (d, J=9.7 Hz, 1H), 6.45 (s, 1H), 6.04 (bs, 2H), 5,49 (dd, J=10.6, 4.2 Hz, 1H), 4.48 (d, 3=133 Hz, 1H), 4,29 (d, J=13.6 Hz, 1H), 3.40 (ddd, J=13.6, 9.4, 3.3 Hz, 1H), 3.17 (d, 3=13 Hz, 1H), 2.26 (dq, 3=113, 3.6 Hz, 1H), 1.96-1.80 (m, 1H), 1.11 (s, 3H), 1.10 (s, 3H).

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CELON PHARMA S.A.; MROCZKIEWICZ, Michal; STYPIK, Bartosz; BUJAK, Anna; SZYMCZAK, Krzysztof; GUNERKA, Pawel; DUBIEL, Krzysztof; WIECZOREK, Maciej; PIECZYKOLAN, Jerzy; (49 pag.)WO2018/206739; (2018); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

New learning discoveries about 35857-89-7

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, apyridazine compound, is more and more widely used in various fields.

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tert- butyl piperidin-4-yl carbamate (1.40 g, 6.99 mmol) and 6- chloropyridazine-3-carbonitrile (967.4 mg, 6.93 mmol) in EtOH (20 mL) was added Et3N (976.2 mg, 9.65 mmol). The reaction mixture was stirred at rt overnight and then concentrated in vacuo. The residue was stirred with a mixture of EtOH and water (10 mL/l mL) for 0.5 hour and filtered to give the title compound as a pale brown solid (2.13 g, yield 100%).MS (ESI, pos. ion) m/z: 304.2 [M+H]+;1H NMR (400 MHz, DMSO-^e) d (ppm): 7.83 (d, J= 9.7 Hz, 1H), 7.36 (d, J= 9.7 Hz, 1H), 6.89 (d, J= 7.3 Hz, 1H), 4.40 (d, J= 13.4 Hz, 2H), 3.67 – 3.56 (m, 1H), 3.24 – 3.12 (m, 2H), 1.84 (d, J= 10.1 Hz, 2H), 1.39 (s, 9H), 1.35 – 1.31 (m, 2H)., 35857-89-7

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, apyridazine compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; XI, Ning; LI, Minxiong; PENG, Ju; LI, Xiaobo; ZHANG, Tao; HU, Haiyang; CHEN, Wuhong; BAI, Changlin; KE, Donghua; CHEN, Peng; (281 pag.)WO2019/99311; (2019); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Some tips on 35857-89-7

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 46; 6-r(3R,4S)-3-(2,4-Difluorophenv?-4-(f(3S,4S)-3,4-dimethoxy-4-phenylpiperidin-1-vncarbonyl|pyrrolidin- 1 yllPyridazin-3-carbonitrile; To a solution of the product from preparation 15 (87.0 mg, 0.19 mmol) in tetrahydrofuran (2 mL) was added 2-chloro-5-cyanopyridazine (52.0mg, 0.37 mmol), N,N-diisopropylethylamine (0.1 mL, 0.56 mmol) and the reaction mixture was heated at reflux for 1.5 h. The solvent was removed and the residue was purified by column chromatography (silica) eluting with pentane:ethyl acetate to afford the title compound (84 mg, 84%). 1H NMR (CD3OD, 400 MHz) ,delta 1.15-1.22 and1.28 and 1.73-1.82 (m, s, m, 1 H), 1.95 and 2.04-2.13 and 2.48-2.51 and 2.60-2.62 (d, 3xm, 3H), 2.95-3.12 (m, 2xs, 7H), 3.33-3.45 (m, 1 H), 3.70- 3.93 and 4.03-4.33 and 4.47-4.51 (4xm, 7H), 6.98-7.11 (m, 3H), 7.24-7.32 (m, 2H), 7.35-7.40 (m, 2H), 7.45-7.59 (m, 2H), 7.68-7.72 (m, 1 H); LRMS (APCI+) 534 [MH+], (ESI+) 534 [MH+].

35857-89-7, The synthetic route of 35857-89-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PFIZER LIMITED; WO2007/15162; (2007); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Analyzing the synthesis route of 35857-89-7

As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.

35857-89-7, 6-Chloropyridazine-3-carbonitrile is a pyridazine compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

(3) N-ethyl 2-propoxy-5-bromobenzylamine hydrochloride 2 (5.17 g, 16.8 mmol) and 3-chloro-6-cyanopyridazine (2.65 g, 16.8 mmol) were dissolved in NMP (25 ml) and sodium hydrogen carbonate added (3.54 g, 42.1 mmol). The mixture was heated at 110 C. under argon for 7.5 hours and then allowed to cool to ambient temperature. The mixture was poured into ethyl acetate (200 ml) washed with water (5*200 ml) and brine (200 ml), the organic phase dried over MgSO4 and concentrated in vacuo. The residue was purified by MPLC (20%ethyl acetate/hexane) and then crystallized from ether/hexane to give the title product (4.80 g, 76%). MS (ESP): 272 (MH+), 227 (M-EtNH2)+. NMR (250 MHz, DMSO-d6) delta: 0.99 (t, J=6 Hz, 3H); 1.26 (t, J=7 Hz, 3H); 1.78 (m, 2H); 2.92 (q, J=7 Hz, 2H); 3.95 (t, J=6 Hz, 2H); 4.02 (s, 2H); 7.02 (d, J=8 Hz, 1H); 7.52 (dd, J=8, 2 Hz, 1H); 7.75 (d, J=2 Hz, 1H); 9.32 (brs, 2H)., 35857-89-7

As the paragraph descriping shows that 35857-89-7 is playing an increasingly important role.

Reference£º
Patent; Zeneca Limited; US5994353; (1999); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem