Tag: M.W:300-400

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 (S)-2-((1H-pyrrolo [2, 3-b] pyridin-5-yl) oxy)-4-((4- (2- (2-cyclopropylphenyl) pyrrolidin-1-yl) phenyl) amino) benzoic acid (200 mg, 0.38 mmol) in 30 mL dichloromethane was added 2- (7-Azabenzotriazol-1-yl) -N, N, N’, N’-tetramethyluronium hexafluorophosphate (160 mg, 0.42 mmol) and 0.3 mL N,N-diisopropyl ethylamine. It was stirred at room temperature for 1 hour, then 3-nitro-4- (((tetrahydro-2H-pyran-4-yl) methyl) amino) benzenesulfonamide (132 mg, 0.42 mmol) and 4-dimethyl aminopyridine (40 mg, 0.35 mmol) was added. And the mixture was stirred at room temperature for 16 h. Then organic layer was combined, dried over sodium sulfate and it was concentrated in vacuum. The residue was purified by prep-HPLC to give 20 mg the desired compound. 1H NMR (400 MHz, DMSO-d 6) delta ppm: 11.77 (s, 1H), 11.18 (s, 1H), 8.69-8.54 (m, 2H), 8.29-8.18 (m, 1H), 8.10 (s, 1H), 7.94-7.86 (m, 1H), 7.77-7.69 (m, 1H), 7.54 (s, 1H), 7.46-7.40 (m, 1H), 7.25-7.17 (m, 1H), 7.14-7.07 (m, 1H), 7.05-6.98 (m, 2H), 6.93-6.87 (m, 1H), 6.82-6.77 (m, 2H), 6.47-6.37 (m, 2H), 6.28-6.21 (m, 2H), 5.99 (s, 1H), 5.10-5.05 (m, 1H), 3.90-3.80 (m, 2H), 3.71-3.60 (m, 1H), 3.32-3.20 (m, 5H), 2.46-2.35 (m, 1H), 2.10-2.00 (m, 1H), 2.00-1.85 (m, 3H), 1.84-1.77 (m, 1H), 1.66-1.57 (m, 2H), 1.30-1.25 (m, 1H), 1.05-0.93 (m, 3H), 0.76-0.64 (m, 2H). MS (ESI, m/e) [M+1] + 827.8., 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
Patent; BEIGENE, LTD.; GUO, Yunhang; XUE, Hai; WANG, Zhiwei; SUN, Hanzi; (493 pag.)WO2019/210828; (2019); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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 15-3 was dissolved in dichloromethane, (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 – 30:1 gave compound S15., 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; 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

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

951127-25-6, General procedure: Compound 3 (101 mg, 0.31 mmol) and amines 10a-g (0.32 mmol) were dissolved in trifluoroacetic acid (0.45 mL, 6.1 mmol) at 0 C and stirred at 0 C for 1 h. To the resulting solution, DMAC (1.3 mL,14.0 mmol) and TEA (0.42 mL, 3.0 mmol) were added slowly and the internal temperature was maintained below 15 C. The mixture was then cooled to 0 C, treated with STAB (91 mg, 0.43 mmol),and stirred at 0-2 C for 5 h. Eventually the pH of the reaction was brought to 9 with conc. aq. NH3, and the resulting suspension was filtered. The filtrate was diluted with water (15 mL), extracted ethyl acetate for several times. Combined organic phases were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash column chromatography (SiO2, DCM: MeOH = 20:1) to yield the products11-14. From compound 10a (30 mg, 0.32 mmol), according to general procedure A, compound 11 (lightyellow oil, 61 mg, 0.20 mmol, 65 %) was obtained. Rf 0.6 (20:1, dichloromethane : methanol); [alpha]D -1.02(c 0.275, CHCl3); HPLC tR 2.63 min; 1H NMR (500 MHz, CDCl3) delta 7.23 – 7.13 (m, 3H, ArH), 7.05 – 6.95(m, 2H, ArH), 6.76 – 6.71 (m, 1H, ArH), 6.70 – 6.68 (m, 1H, ArH), 6.68 – 6.65 (m, 1H, ArH), 4.33 (ddd,J = 11.2, 4.6, 2.1 Hz, 1H, H-5), 4.25 (d, J = 9.4 Hz, 1H, H-1), 3.74 (tt, J = 10.9, 4.3 Hz, 1H, H-4), 3.14 (t,J = 10.9 Hz, 1H, H-5?), 2.97 – 2.91 (m, 1H, H-2), 2.52 (dtd, J = 12.1, 4.0, 2.3 Hz, 1H, H-3), 1.67 (s, 2H,NH2), 1.36 (q, J = 11.6 Hz, 1H, H-3), peaks of NH was missing; 13C NMR (151 MHz, CDCl3) delta 160.12 -158.35 (m, ArC), 157.52 – 155.64 (m, ArC), 146.67 (ArC), 129.61 (2C, ArC), 128.60 (dd, J C-C-F = 16.1,7.4 Hz, ArC), 118.03 (ArC), 116.68 (dd, J C-C-F = 25.6, 8.5 Hz, ArC), 116.37 (dd, J C-C-F = 24.2, 8.7 Hz,ArC), 114.83 (dd, J = 24.6, 4.2 Hz, ArC), 113.16 (2C, ArC), 79.35 (C-1), 72.09 (C-5), 53.20 (C-2), 49.08(C-4), 40.73 (C-3); HRMS (ESI+) calcd. For C17H19F2N2O+ 305.1460, found 305.1455.

The synthetic route of 951127-25-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Li, You; Liu, Tongchao; Li, Chungang; Xiong, Bing; Zhao, Dongmei; Cheng, Maosheng; Chen, Guohua; Shen, Jingkang; Chen, Yue-Lei; Synthetic Communications; vol. 47; 4; (2017); p. 357 – 363;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Intermediate 1 (1005 mg, 3.07 mmol) was dissolved in N,N-dimethylacetamide (10 mL)Add 25b (820.50mg, 2.56mmol), add finished, at room temperature for 1 hour, ice bath to 0 C ,Sodium tris (acetoxy) borohydride (1080 mg, 5.12 mmol) was added and the mixture was stirred at 0 C for 2 hours at room temperature.(25 mL), ammonia (2.5 mL) was added to the reaction mixture, stirred for 20 minutes, filtered, the filter cake was washed with water (50 mL x 6), and the filter cake was separated by column chromatography (dichloromethane / methanol (V / v) = 50: 1) to give brown solid 25c (1.05 mg, yield 87%)., 951127-25-6

951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; FAN, JIANG; ZHANG, CHEN; PENG, FEI; WU, YE; FENG, JIANCHUAN; WANG, JIANMIN; ZHENG, SUXIN; WEI, YONGGANG; YE, FEI; (350 pag.)TW2017/8220; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

951127-25-6, A mixture of 1j (1165 mg, 2.236 mmol) and intermediate 1 (804.4 mg, 2.459 mmoL)Was dissolved in N, N-dimethylacetamide (10 mL)Stirred at room temperature for 0.5 hour,Under ice bath, tris (acetoxy) borohydride was added(1279 mg, 6.037 mmoL),After stirring at 0 C for 0.5 hour, the mixture was stirred at room temperature for 2 hours.Add intermediate 1 (400 mg, 1.223 mmoL)And tri (acetoxy) borohydride (400 mg, 1.887 mmoL)Room temperature reaction for 2 hours.The reaction solution was added to a saturated sodium bicarbonate solution (100 mL)Stirring for 0.5 hours,filter,The filter cake was washed with water (20 mL x 3) and dissolved in dichloromethane (100 mL)Dried over anhydrous sodium sulfate,filter,Spin dry,The residue was purified by silica gel column chromatography (dichloromethane / methanol (v / v) = 60: 1)The resulting crude product was dissolved in ether (50 mL)Was added n-hexane (100 mL)filter,A yellow solid was obtained 1 k (480 mg, yield 42%).

As the paragraph descriping shows that 951127-25-6 is playing an increasingly important role.

Reference£º
Patent; Sichuan Hai Sike Pharmaceutical Co., Ltd.; Fan Jiang; Chen Qingping; Wang Chengtao; (36 pag.)CN106632349; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,951127-25-6

60b (1.03 g, 1.83 mmol) was dissolved in dimethylacetamide (15 mL)Intermediate 1 (0.61 g, 1.83 mmol) was added at room temperature for 30 min.The reaction system was cooled to 0 C, sodium borohydride triacetate (0.98 g, 4.46 mmol) was added, reacted for 30 minutes, The reaction was continued at room temperature for 2 hours.The reaction solution was cooled to 0 C, water (40 mL) was added in that order, and the water was adjusted to 9 with aqueous ammonia (5 mL). The solid was precipitated and washed with water (50 mL x 3). The solid was dissolved in dichloromethane and treated with dichloromethane ), The organic phase was combined, washed with saturated brine solution (50 mL x 1), dried over anhydrous sodium sulfate, filtered, the filtrate was concentrated and the column chromatography was separated and purified (dichloromethane / methanol (v / v) = 20: 1 ),A yellow solid 60c (0.57 g, yield 58%) was obtained.

As the paragraph descriping shows that 951127-25-6 is playing an increasingly important role.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd.; FAN, JIANG; ZHANG, CHEN; PENG, FEI; WU, YE; FENG, JIANCHUAN; WANG, JIANMIN; ZHENG, SUXIN; WEI, YONGGANG; YE, FEI; (350 pag.)TW2017/8220; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

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

Compound 15-1 and Compound 1-2 (1 eq) were dissolved in acetonitrile.(3 eq) DIPEA was added and the reaction was heated at 60 C overnight.After the reaction was completed, it was washed with water and extracted with ethyl acetate three times.The combined organic phases were washed with saturated brine.After drying anhydrous sodium sulfate, mix the sample on the column.CH2Cl2: MeOH = 100:1 – 30:1 gave compound 15-2.

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
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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1172623-99-2,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

Tert-butyl (2R,3S)-2-(2,5-difluorophenyl)-5-hydroxyltetrahydro-2H-pyran-3-ylcarbamate (2.33 g, 7.08 mmol) was dissolved in a mixed solution of 24 mL acetonitrile, 4 mL water and 4 mL acetic acid. Thereto was added an aqueous solution (4 mL) of ruthenium chloride hydrate (3.7 mg, 0.0142 mmol), and cooled to 0 C. Sodium bromate (535 mg, 3.54 mmol) was added, and stirred at low temperature for about 1.5 hours until the raw materials were completely reacted. To the reaction solution was added 120 mL water, stirred at 0 C overnight, and extracted with dichloromethane. The organic phase was washed with water, dried and concentrated, and then the residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate, 10:1) to give the intermediate 1 tert-butyl (2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-ylcarbamate (1.71 g) as a white solid in 74% yield. 1H-NMR (400 MHz, CDCl3): delta=7.22(1H, m), 7.00(1H, m), 4.82 (1H, m), 4.63 (1H, m), 4.29(1H, d, J=16.2Hz), 4.11(1H, d, J=16.4Hz), 4.05 (1H, m), 3.05(1H, m), 2.85 (1H, m), 1.30 (9H, s).

1172623-99-2, 1172623-99-2 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate 86713019, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Centaurus BioPharma Co., Ltd.; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XU, Xinhe; SHEN, Yu; XIAO, Dengming; LUO, Hong; PENG, Yong; HAN, Yongxin; ZHANG, Aiming; YANG, Ling; (51 pag.)EP3257857; (2017); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.951127-25-6,tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate,as a common compound, the synthetic route is as follows.,951127-25-6

22c (0.270 g, 0.720 mmol) was dissolved in dimethylacetamide (5 mL) at room temperature,Intermediate 1 (0.170 g, 0.540 mmol) was added and stirred at room temperature for 1 hour.Sodium tris (acetoxy) borohydride (0.192 g, 0.910 mmol) was added to the reaction solution, and the reaction was stirred at room temperature for 16 hours.The reaction system was cooled to 0 C, water (10 mL) was added successively, and the pH was adjusted to 8 with aqueous ammonia (1 mL) to precipitate a white solid.The reaction solution was filtered and the cake was washed successively with water (5 mL x 3), petroleum ether (10 mL x 1).The filter cake was dried to give a pale white solid 22d (0.220 g, yield 79.7%).

As the paragraph descriping shows that 951127-25-6 is playing an increasingly important role.

Reference£º
Patent; Sichuan Haisco Pharmaceutical Co.,Ltd; FAN, JIANG; CHEN, QINGPING; JIANG, WEI; ZHENG, SUXIN; YE, FEI; (128 pag.)TW2017/8221; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics

951127-25-6, tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The [(2R, 3S) -5 – oxo -2 – (2, 5 – difluorophenyl) tetrahydro – 2H – pyran -3 – yl] tert-butyl carbamate (108 mg, 0 . 499mmol) and 2 – (dimethylamino sulfonyl) – 2, 6 – dihydro-pyrrolo [3, 4 – c] pyrazole (163 mg, 0 . 499mmol) dissolved in 5 ml methanol solution, then adding boric (18 mg, 0 . 15mmol), after the reaction overnight at room temperature, the solvent is removed under reduced pressure after silica gel column chromatography (dichloromethane: methanol=50:1) to obtain white solid 180 mg, this white solid is dissolved in 5 ml dichloromethane in, then add 1 ml trifluoroacetic acid, room temperature reaction 2h after, after the removing the solvent under reduced pressure, in and after the proper amount of ammonia water, silica gel column chromatography (dichloromethane: methanol=20:1) to obtain 114 mg of white solid, yield 78%., 951127-25-6

951127-25-6 tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-oxotetrahydro-2H-pyran-3-yl)carbamate 44193925, aTetrahydropyrans compound, is more and more widely used in various fields.

Reference£º
Patent; Chengdu Rongke Bo Hai Technology Co., Ltd.; Li Xiuping; (19 pag.)CN106543188; (2017); A;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics