Analyzing the synthesis route of 1228779-96-1

As the paragraph descriping shows that 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

1228779-96-1, Compound 17-3 was dissolved in dichloromethane, (3 eq) EDCI, (0.3 eq) DMAP was added, and stirred at room temperature for half an hour, then compound 1-5 (0.8 eq) was added.It is then reacted at room temperature for 6-8 hours. After the reaction is completed, the reaction is quenched with water.Extract three times with dichloromethane, and combine the organic phases with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 – 30:1 gave compound S17.

As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Tan Wenfu; Liu Xiaohua; Huang Wenjing; Zhang Yu; Yang Jun; (37 pag.)CN110143974; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add Intermediate V4 (36.2g, 47mmol, 1.0eq) to the 1000mL reaction flask,Intermediate VM4 (22.3g, 71mmol, 1.5eq) and 600mL dichloromethane,Stir to dissolve, then add DCC (17.4g, 85mmol, 1.8eq) and 3.6g DMAP, warm to 30-35 reaction, TLC monitor the reaction.After the reaction was completed, 400 mL of 10% acetic acid aqueous solution was added and stirred for 30 min to separate the organic phase. The organic phase was washed with saturated aqueous sodium bicarbonate solution (300 mL ¡Á 1), saturated aqueous sodium chloride solution (300 mL ¡Á 1) and dried over anhydrous sodium sulfate. Filter with suction and concentrate the filtrate under reduced pressure to obtain a crude solid. This crude product was recrystallized with 500 mL of ethyl acetate and n-hexane (1: 1) to obtain 44.1 g of solid product V5. Yield: 89%., 1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Nantong Changyou Pharmaceutical Technology Co., Ltd.; Li Zebiao; Chen Dan; Wu Hongdang; Xu Xiaohong; Lin Yanfeng; (9 pag.)CN110878098; (2020); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1228779-96-1

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

Compound 9-3 was dissolved in dichloromethane,Add (3 eq) EDCI, (0.3 eq) DMAP,After stirring at room temperature for half an hour, compound 1-5 (0.8 eq) was added.It is then reacted at room temperature for 6-8 hours. After the reaction is completed, the reaction is quenched with water.Extract three times with dichloromethane, and combine the organic phases with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 to 25:1 gave compound S9.

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; Chinese Academy Of Sciences Shanghai Pharmaceutical Institute; Zhang Ao; Tan Wenfu; Liu Xiaohua; Huang Wenjing; Zhang Yu; Yang Jun; (37 pag.)CN110143974; (2019); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

New learning discoveries about 1228779-96-1

1228779-96-1, 1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

General procedure: To a solution of appropriate crude acid (1 eq) in CH2Cl2 wereadded EDCI (3 eq), DMAP (0.3 eq) and DIPEA (3 eq). The solutionwas stirred at room temperature for 0.5 h and compound 23 [7] (0.8eq) was added. The resulting mixture was stirred for another 8 hand water was added. The layers were separated, and the aqueouslayer was extracted with CH2Cl2. The combined organic layer waswashed with brine, dried over anhydrous Na2SO4, filtered, andconcentrated under vacuo. The residue was prified by chromatography(CH2Cl2/CH3OH 40:1) to provide target compounds 27a-i,28a-d and 34a-c.

1228779-96-1, 1228779-96-1 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide 57474953, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Article; Liu, Xiaohua; Zhang, Yu; Huang, Wenjing; Luo, Jia; Li, Yang; Tan, Wenfu; Zhang, Ao; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 149 – 165;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 1228779-96-1

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 2- ((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy)-4-(3- ((2- (2-cyclopropylphenyl) pyrrolidin-1-yl) methyl) azetidin-1-yl) benzoic acid (40 mg, 0.08 mmol) in DCM (10 mL) was added HATU (36 mg, 0.09 mmol) and TEA (86 mg, 0.85 mmol), the solution was stirred for about 0.5h, 3-nitro-4- (((tetrahydro-2H-pyran-4-yl) methyl) amino) benzenesulfonamide (27 mg, 0.170 mmol) and DMAP (12 mg, 0.09 mmol) was then added, the solution was stirred at r.t for 16h. The reaction solution was concentrated and purified by column chromatograph on silica gel (100-200 mesh, eluent: MeOH/DCM = 1/10) to give the crude product, which was purified by Pre-TLC (MeOH/DCM = 1/18) to obtain the desired compound. 1H NMR (CDCl3) delta ppm: 10.12 (s, 1H), 9.14 (s, 1H), 8.89 (s, 1H), 8.57-8.46 (m, 1H), 8.24-8.09 (m, 2H), 7.90 (d, J = 8.8Hz, 1H), 7.69 (s, 1H), 7.55-7.37 (m, 2H), 7.16-7.03 (m, 2H), 6.97-6.82 (m, 2H), 6.55 (s, 1H), 6.01 (d, J = 8.4Hz, 1H), 5.37 (s, 1H), 4.10-3.98 (m, 2H), 3.84-3.71 (m, 2H), 3.49-3.14 (m, 7H), 2.80-2.51 (m, 2H), 2.39-2.11 (m, 3H), 2.04-1.67 (m, 7H), 1.50-1.35 (m, 3H), 0.93-0.81 (m, 2H), 0.73-0.46 (m, 2H). MS (ESI, m/e) [M+1] + 805.8.

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Simple exploration of 1228779-96-1

1228779-96-1, The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Into a 8-mL round-bottom flask, was placed 3-nitro-4-[[(oxan-4-yl)methyljaminojbenzene-i-sulfonamide (6.08 mg, 0.019 mmol, 1 equiv), 4-(4- [[2-(4-chlorophenyl)-4,4-dimethylcyclohex- i-en-i -ylj methyljpiperazin- 1 -yl)-2- [14,1 4-dioxo-l4lambda6-thia-2,4, 10-triazatricyclo [7.5 .0.0?[3,7jjtetradeca- 1 (9),2,5,7-tetraen- 10-yljbenzoic acid (13 mg, 0.019 mmol, 1 equiv), DCM (0.47 mL, 5.506 mmol, 381.56 equiv), DMAP (9.42 mg, 0.077 mmol, 4 equiv), EDCI (7.39 mg, 0.039 mmol, 2 equiv). The resulting solution was stirred for overnight at room temperature. The resulting mixture was concentrated. The crude product was further purified by Prep-HPLC with the following conditions (Waters I): Column, Xbridge Prep C18 OBD column, Sum, 19*150mm; mobile phase, Water (0.05% TFA) and CH3CN (46% CH3CN up to 51% in 7 mm); Detector, UV 220&254nm. This resulted in 2.5 mg (6.24%) of 4-(4- [[2-(4-chlorophenyl)-4,4-dimethylcyclohex- 1-en-i -ylj methyljpiperazin- 1 -yl)-2- [14, 14-dioxo- l4lambda6-thia-2,4, 10-triazatricyclo [7.5 .0.0?[3 ,7j jtetradeca- 1 (9),2,5,7-tetraen- 10- ylj -N-(3 -nitro-4- [[(oxan-4-yl)methylj aminoj benzenesulfonyl)benzamide as a yellow solid. LCMS-PH-PHNW-4-65-0: (ES, m/z): M+1=971.5, R,T= 3.243 mm. The measurements of the retention were done with a reversed phase column (C 18). Shimadzu LCMS 2020; 50*3.0 Kinetex 2.6u XB-C18, 2.6 microm; Eluent A: water (0.05 % TFA); Eluent B: Acetonitrile; linear gradient

1228779-96-1, The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; LOU, Yan; (108 pag.)WO2019/40550; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1228779-96-1

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

To the reaction flask was added 35 g of Ven-18 (80 mmol) and 1000 mL of dichloromethane, 22.8 g of Ven-21(80 mmol), 17.7 g of DMAP (160 mmol) and 27.8 g (160 mmol) of EDCI at 30 C for about 24 hours.Should be completely followed by 900 mL of 10% aqueous acetic acid, 900 mL of saturated aqueous sodium bicarbonate, 900 mL of water, 900 mL of saturated foodWashed with brine, dried over anhydrous sodium sulfate and concentrated to dryness to give a crude product (56 g) as a yellow solid. The crude product was recrystallized from 1000 mL of acetonitrile,Filtration, filter cake 200mL acetonitrile washing, drying yellow powdery solid 47g, the yield of 80%. HPLC purity: 99%.

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; Hangzhou Keyao Pharmaceutical Technology Co., Ltd.; Zhou Junming; (10 pag.)CN107089981; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Some tips on 1228779-96-1

The synthetic route of 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

A mixture of 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(l-((6-(4- chlorophenyl)spiro[3.5]non-6-en-7-yl)methyl)piperidin-4-yl)benzoic acid (200 mg, 0.34 mmol), 3-nitro-4-(((tetrahycko-2H-pyran-4-yl)memyl)amino)benzenesulfonamide (162 mg, 0.52 mmol), EDCI (130 mg, 0.68 mmol), 4-(N,N-dimethylamino)pyridine (63.4 mg, 0.52 mmol) in dichloromethane (15 ml) was stirred at room temperature for overnight, followed by purification by silica gel column chromatography to afford 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(l-((6-(4-chlorophenyl)spiro[3.5]non-6-en- 7-yl)methyl)piperidin-4-yl)-N-((3-nitro-4-(((tetrahydro-2H-pyran-4- yl)methyl)amino)phenyl)sulfonyl)benzamide (170 mg, 57.3 %) as yellow solid. 1H NMR (400 MHz, DMSO-1228779-96-1

The synthetic route of 1228779-96-1 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Chia, Wei; CHEN, Jianyong; (131 pag.)WO2018/27097; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Brief introduction of 1228779-96-1

As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

1228779-96-1, 3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

1228779-96-1, A mixture of dichloromethane (12.0 L), 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4- ((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro[l,r-biphenyl]-2-yl)methyl) piperazin-l- yl)benzoicacid hydrochloride (600.0 g), triethylamine (299.79 g), 4- dimethylaminopyridine (180.97 g), 3-nitro-4-(((tetrahydro-2H-pyran-4- yl)methyl)amino)benzenesulfonamide (342.56 g) and N-(3-Dimethylaminopropyl)-N’- ethylcarbodiimide hydrochloride (283.97 g) was stirred at 25 to 30 degree Celsius for 8h. The reaction mixture was treated with N,N-dimethylethylenediamine (217.63 g) at 20 to 30 degree Celsius and stirred for 4h. The organic layer was washed with water (6.0 L) and concentrated under vacuum. The residue was dissolved in dichlo methane- methanol mixture (1:5) (7.2 L) and treated with acetic acid-methanol mixture (415.11 g acetic acid and 600 mL methanol) and stirred at 20 to 30 degree Celsius. The resulting slurry was cooled to 0 to 5 degree Celsius, filtered and washed with methanol (600 mL). The solid was dissolved in (9:1) mixture of dicloromethane-methanol (4.8 L) at 35 to 45 degree Celsius, diluted with methanol (1680 mL) and stirred for 8h at 20 to 30 degree Celsius. The resulting slurry was cooled to 0 to 5 degree Celsius, filtered, washed with methanol (600 mL) and the solid was dried under vacuum at 60 to 65 degree Celsius for 18 h to provide 4-(4-{ [2-(4-chlorophenyl)-4,4-dimethylcyclohex-l-en-l-yl]methyl}- piperazin-l-yl)-N-({3-nitro-4[(tetrahydro-2H-pyran-4ylmethyl)amino]- phenyl} sulfonyl)-2-(lH-pyrrolo[2,3-b]pyridin-5-yloxy)benz amide. Yield: 70.0% (600g) HPLC Purity: -99.9% 1H NMR data-(DMSO-d6): d 0.921 (s, 6H), 1.204-1.308, 1.598-1.626 (m, d, J=l l.2Hz, 4H), 1.382 (t, J=6.4Hz, 4H), 1.883 (m, 1H), 1.951 (s, 2H), 2.144 (t, br, 2H), 2.199 ( s, br, 4H), 2.754 (s, 2H), 3.073 (s, br, 4H), 3.237-3.291, 3.829-3.865 (m, dd, J=2.8, 3.2, 11.2, l l.6Hz, 6H), 6.189 (d, J=2.0Hz, 1H), 6.388 (dd, J=2.0, 3.6Hz, 1H), 6.678 (d, J=2.0, 2.4, 9.2, 9.6Hz, 1H), 7.037 (d, J=8.8Hz, 2H) 7.11 (d, J=9.2Hz, 1H), 7.34 (d, J=8.0Hz, 2H), 7.495 (m, 2H), 7.535 ( d, J=2.4Hz, 1H), 7.801 (dd, J=2.0, 2.4, 8.8, 9.2Hz, 1H), 8.038 (d, J=2.0Hz, 1H), 8.558 (d, J=2.4Hz, 1H), 8.598 (t, 1H), 11.366 (s, br, 1H), 11.679 (s, 1H).

As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; FRESENIUS KABI ONCOLOGY LTD.; GUPTA, Chandan Kumar; DHIMAN, Navdeep; SANGHANI, Sunil; SINGH, Govind; LAHIRI, Saswata; CABRI, Walter; GUPTA, Nitin; (0 pag.)WO2020/3272; (2020); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

Analyzing the synthesis route of 1228779-96-1

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 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.1228779-96-1,3-Nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)benzenesulfonamide,as a common compound, the synthetic route is as follows.

To a solution of 2-((lH-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-bromobenzoic acid (0428) (100 mg, 0.3 mmol) in DCM (10 mL) were added 3-nitro-4-(((tetrahydro-2H-pyran-4- yl)methyl)amino)benzenesulfonamide (95 mg, 0.3 mmol), DMAP (55 mg, 0.45 mmol) and EDCI (115 mg, 0.6 mmol) and the mixture was stirred at room temperature for 24 h. Solvent was removed under reduced pressure and the residue was purified by silica gel chromatography (DCM/MeOH 95/5) to afford 2-((lH-pyrrolo[2,3-b]pyridin-5- yl)oxy)-4-bromo-N-((3-nitro-4-(((tetrahydro-2H-pyran-4-yl)methyl)amino)phenyl) sulfonyl)benzamide as a yellow oil (80 mg). MS m/z 630 [M+H]+.

1228779-96-1, As the paragraph descriping shows that 1228779-96-1 is playing an increasingly important role.

Reference£º
Patent; THE REGENTS OF THE UNIVERSITY OF MICHIGAN; WANG, Chia, Wei; CHEN, Jianyong; (131 pag.)WO2018/27097; (2018); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics