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

Example 30 6-(5-((5-chloro-2-((l -methyl- lH-pyrazol-4-yl)amino)pyrimidin-4-yl)amino) hexahvdrocvclopentarc1pyrrol-2(lH)-yl)pyridazine-3-carbonitrile [0458] To a solution of 5-chloro-N2-(l -methyl- lH-pyrazol^-y -N4- (octahydrocyclopenta[c]pyrrol-5-yl)pyrimidine-2,4-diamine (85.8 mg, 0.26 mmol) and Et3N (80.4 mg, 0.80 mmol) in EtOH (10 mL) was added 6-chloropyridazine-3-carbonitrile (72.8 mg, 0.52 mmol). The reaction mixture was stirred at rt overnight, quenched with water (30 mL), and extracted with DCM (100 mL chi 3). The combined organic phases were washed with brine (100 mL), dried over anhydrous Na2S04, filtered and concentrated in vacuo. The residue was purified by silica gel column chromatography (MeOH/DCM (v/v) = 1/50) to give the title compound as a beige solid (109.6 mg, yield 97.6%). LC-MS (ESI, pos. ion) m/z: 437.4 [M+H]+; NMR (600 MHz, OMSO-d6) delta (ppm): 9.03 (s, 1H), 7.85 (m, 2H), 7.75 (s, 1H), 7.45 (s, 1H), 7.02 (d, J = 9.6 Hz, 1H), 6.93 (d, J = 7.8 Hz, 1H), 4.59 (m, 1H), 3.79 (s, 3H), 3.72 (m, 4H), 2.84 (s, 2H), 2.33 (m, 2H), 1.62 (m, 2H); 13C NMR (150 MHz, CDCb) delta (ppm): 158.2, 157.5, 131.1, 130.1, 128.2, 124.2, 118.2, 111.8, 72.7, 60.7, 52.9, 40.8, 39.1, 37.6., 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; LI, Xiaobo; CHEN, Wuhong; ZHANG, Tao; HU, Haiyang; DAI, Weilong; WU, Yanjun; (192 pag.)WO2017/44434; (2017); A1;,
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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.

5-Chloro–N2- (1,5- dimethyl -1H- pyrazol-3-yl) -N4- (3- ethyl-piperidin-4-yl) pyrimidine-2,4-diamine (0.12g , 0.34mmol) was suspended (10.OmL) at EtOH, to which was added 6-chloro-pyridazin-3-carbonitrile (96mg, 0.69mmol) and triethylamine (0.15mL, 1.10mmol). The reaction system was stirred at 40 overnight, then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (MeOH solution of DCM / 3M NH3 in the (v / v) = 100/1 to 75/1 to 50/1) to give the title compound as a yellow solid (45mg, yield 29% ).

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;,
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Downstream synthetic route of 35857-89-7

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, 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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

5-chloro -N2- (1,3- dimethyl -1H- pyrazol-4-yl) -N4- (3- ethyl-piperidin-4-yl) – pyrimidine-2,4-diamine ( 202.7mg, 0.58mmol) in EtOH (10mL) was added 6-chloro-pyridine-3-carbonitrile (162.3mg, 1.17mmol) and triethylamine (0.35mL, 2.5mmol) in solution. IncomeThe mixture was warmed to reflux and stirred overnight, then concentrated under reduced pressure. MeOH solution was purified by preparative thin layer chromatography, the residue of ammonia (3M in / DCM(V / v) = 1/20) to give the title compound as a white solid (91.9mg, 35.1% yield)., 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; 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

 

Downstream synthetic route of 35857-89-7

35857-89-7, 35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, 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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

To a solution of N4 – ((3R, 6S) -6-aminohexahydrofuro [3,2-b] furan-3-yl) -5-chloro-N2- (1-methyl- Yl) pyrimidine-2,4-diamine (32 mg, 0.091 mmol) in n-butanol (20 mL) was added 6-chloropyridazine-3-carbonitrile (25 mg, 0.179 mmol) and triethylamine (42 mg, Mg).The reaction was allowed to warm to 120 C for 20 hours,And then concentrated under reduced pressure.The resulting residue was purified by silica gel column chromatography (MeOH / DCM (v / v) = 1/30)The title compound was obtained as a yellow solid(17 mg, 0.037 mmol, yield 41%).

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.; Xi, Ning; Dai, Weilong; Li, Minxiong; Chen, Wuhong; Zhang, Tao; Hu, Haiyang; Li, Xiaobo; Liu, Jun; Wang, Tingjin; (146 pag.)CN106478651; (2017); A;,
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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 the compound of preparation 92 (30mg, 0.057mmol) in acetonitrile (1 OmL) were added 3-chloro-6-cyanopyridazine (12mg, 0.086mmol) and N,N-diisopropylethylamine (40muL, 0.23mmol). The reaction mixture was stirred at reflux for 3h. The reaction was concentrated in vacuo and residue diluted by adding sodium hydrogen carbonate solution (1 OmL) and extracted with EtOAc (3 x 1 OmL). The combined organic extracts were washed with brine (15ml_), dried with sodium sulphate, filtered and concentrated in vacuo to give the crude residue. Purification by column chromatography on silica gel using dichloromethane:methanol:0.88 ammonia (95:5:0.5) gave 25mg (78%) of the title compound as a mixture of epimers as a white solid. 1H NMR (400 MHz, CD3OD) delta 1.19 -2.47 (1 OH, m), 2.87-4.49 (12H, m), 4.80- 4.85 (1 H, m), 6.52-6.69 (3H, m), 6.92-6.94 (2H, m), 7.09-7.37 (3H, m), 7.42- 7.47 (1 H, m). LRMS: APCI+ m/z 627 [MH+]., 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; PFIZER LIMITED; ANDREWS, Mark, David; BARBER, Christopher, Gordon; WO2010/15972; (2010); A1;,
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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 5-chl oro-Af2-(3,8-di methyl i mi dazo[ l ,2-c/]pyridin-7-yl)-A – (piperidin-4-yl)pyrimidine-2, 4-diamine (100 mg, 0.2689 mmol) in ethanol (10 mL) were added 6-chloropyridazine-3-carbonitrile (56.5 mg, 0.405 mmol) and TEA (54.5 mg, 0.539 mmol). The mixture was stirred at room temperature overnight. The mixture was filtered and the filter cake was washed with EtOH (50 mL x 3) to give the title product as a light yellow solid (98 mg, yield 76.73%).MS(ESI,pos.ion)m/z: 475.2 [M+H]+;1H NMR (400 MHz, DMSO-d6) d (ppm): 8.78 (s, 1H), 8.10 (d, j = 7.2 Hz, 1H), 7.91 (s, 1H), 7.85 (d, j = 9.6 Hz, 1H), 7.38 (t, j= 8.7 Hz, 2H), 7.32 (s, 1H), 6.89 (d, j= 7.7 Hz, 1H), 4.56 (d, j = 12.3 Hz, 2H), 4.21 (s, 1H), 3.05 (t, j = 12.5 Hz, 2H), 2.43 (s, 3H), 2.41 (s, 3H), 1.94 (d, j =I I .8 Hz, 2H), 1.69-1.53 (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;,
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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.

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 byaddition 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 for 30mm. 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

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

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; WO2015/103756; (2015); A1;,
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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

Coupling according to general procedure II:Amine intermediate: {(3S,4R)-3-(4-Chloro-phenyl)-4-[1-((S)-5-chloro-pyridin-2-yloxy)-ethyl]pyrrolidin-1-yl}-piperidin-4-yl-methanone (VIII-B-1)Heteroaryl: 6-Chloro-pyridazine-3-carbonitrile (commercially available),ES-MS m/e: 551.3 (M+H+). General Procedure II: Aromatic Nucleophilic SubstitutionTo a stirred solution of an amine of type VIII (1 mmol) in DMF (5 mL) was added EtNiPr2 (1.5 mmol) and a substituted chloropyridine, chloropyrimidine, or chloropyridazine (1.3 mmol). The reaction mixture was heated at 60 until completion (reaction monitored by TLC or LCMS). Thereaction mixture was concentrated under vacuo, taken up in EtOAc and washed with H2O several times. The organic phase was dried over Na2SO4, concentrated under vacuo and then purified by preparative HPLC or column chromatography to yield the title product., 35857-89-7

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

Reference£º
Patent; Jablonski, Philippe; Knust, Henner; Nettekoven, Matthias; Patiny-Adam, Angelique; Ratni, Hasane; Riemer, Claus; US2011/53948; (2011); A1;,
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Pyridazine | C4H4N2 – PubChem

 

Downstream synthetic route of 35857-89-7

35857-89-7 6-Chloropyridazine-3-carbonitrile 13382871, 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.35857-89-7,6-Chloropyridazine-3-carbonitrile,as a common compound, the synthetic route is as follows.

35857-89-7, 3-(4-(4-(6-cyano-3-pyridazinyl)piperazin-1-yl)-3-fluorophenyl)-5(R)-hydroxymethyl-oxazolidin-2-one 3-(3-Fluoro-4-(piperazin-1-yl)phenyl)-5(R)-hydroxymethyloxazolidin-2-one hydrochloride (6.63 g, 20 mmol) was suspended by stirring in acetonitrile (200 ml) under nitrogen, and triethylamine (4.44 g, 44 mmol) added. The mixture was stirred for 10 minutes, 3-chloro-6-cyanopyridazine (2.79 g, 20 mmol) added, and the mixture heated under reflux for 18 hours. After cooling, solid was filtered, washed with water (3*150 ml) and diethyl ether (2*150 ml) to give the title product (6.3 g). MS (ESP): 398 (MH+) for C20H20FN5O3 NMR (DMSO-d6) delta: 3.03 (t, 4H); 3.54 (m, 1H); 3.63 (m, 1H); 3.78 (t overlapping m, 5H); 4.03 (t, 1H); 4.66 (m, 1H); 5.18 (t, 1H); 6.97 (d, 1H); 7.07 (t, 1H); 7.20 (dd, 1H); 7.53 (dd, 1H); 7.85 (dd, 1H); 8.49 (d, 1H).

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

Reference£º
Patent; Syngenta Limited; US2003/144263; (2003); A1;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem

 

Simple exploration of 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 5-chloro-N2-(3-methylimidazo[1,2-c]pyrimidin-7-yl)-N4-(piperidin-4-yl)pyrimidine-2,4-diamine (30.4 mg, 0.085mmol)And Et3N (135.2 mg, 1.34 mmol)In EtOH (10mL) solution6-chloropyridazine-3-carbonitrile (24.2 mg, 0.173 mmol).The reaction system was stirred at room temperature overnight.After completion of the reaction, the reaction was quenched with water (30 mL)The combined organic layers were washed with brine (50 mL)Filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (MeOH/DCM (v/v) = 1 / 20).The title compound was obtained as a beige solid (27.7 mg, yield 70.8%)., 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 Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Li Minxiong; Peng Ju; Li Xiaobo; Zhang Tao; Hu Haiyang; Chen Wuhong; Bai Changlin; Ke Donghua; Chen Peng; (217 pag.)CN109776522; (2019); A;,
Pyridazine – Wikipedia
Pyridazine | C4H4N2 – PubChem