Day: August 18, 2020

88675-24-5, Tetrahydrofuran-3-amine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of (4S)-7-(6-methylpyridin-3-yl)-2,3,4,5-tetrahydro-l,4-methanopyrido[2,3- b][l,4]diazepine (300 mg, 1.189 mmol) in tetrahydrofuran (THF) (10 mL) triphosgene (176 mg, 0.594 mmol) was added at 0 C. After 30 min DIPEA (1.038 mL, 5.94 mmol), tetrahydrofuran-3 -amine (155 mg, 1.783 mmol) was added and the reaction mixture was stirred at 70 C for 16 h. The reaction was allowed to reach RT and then poured on cold water (50 mL) and extracted with ethyl acetate (2x 30 mL). The organic layer was dried over anhydrous sodium sulfate, concentrated under reduced pressure to yield the crude product. The crude product was purified by flash column chromatography (silica-gel: 100- 200 mesh, eluent: 3% MeOH in DCM) to obtained (45)-7-(6-methylpyridin-3-yl)-N- (tetrahydrofuran-3 -yl)-3 ,4-dihydro- 1 ,4-methano pyrido[2,3 -b] [ 1 ,4]diazepine-5(2H)- carboxamide (137.1 mg, 0.371 mmol, 31.2 % yield) as an off white solid. (TLC system: Rf: 0.2, 5%MeOH-DCM), LCMS (m/z): 366.2 [M+H]+.1H NMR (400 MHz, CDC13): delta ppm 10.76 (br t, J=6.80 Hz, 1 H), 8.89 (s, 1 H), 7.99 (dd, J=8.22, 2.08 Hz, 1 H), 7.54 (d, J=7.89 Hz, 1 H), 7.30 – 7.21 (m, 2 H), 5.62 (dd, J=5.81, 2.96 Hz, 1 H), 4.56 (br dd, J=4.82, 1.97 Hz, 1 H), 4.01 – 3.75 (m, 4 H), 3.30 – 3.06 (m, 3 H), 2.99 – 2.91 (m, 1 H), 2.62 (s, 3 H), 2.39 – 2.21 (m, 2 H), 2.07 – 1.85 (m, 2 H).

The synthetic route of 88675-24-5 has been constantly updated, and we look forward to future research findings.

Reference£º
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;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

To a solution of 3/?-hydroxy-21 -oxolup-18-en-28-oic acid N-benzylamide (110 mg, 0.196 mmol) in 3 mL of pyridine is added 2,2-dimethyl succinic anhydride (75.3 mg, 0.588 mmol) and DMAP (28.6 mg, 0.235 mmol). The reaction mixture is stirred overnight under reflux. Then 75.3 mg of 2,2-dimethyl succinic anhydride is added twice every 3 hours to complete the reaction. The solvent is evaporated in vacuo and the residue is taken up with ethyl acetate (50 mL) and HCl 1 N (10 mL). The organic layer is washed with water (2 x 30 mL), brine (30 mL) and dried over sodium sulfate. The crude material is purified by flash chromatography (Biotage) on silica gel (ethyl acetate / hexanes 0 to 50percent) to give the title compound 9-1 (118.6 mg, 88percent) as a colorless solid.1 H NMR (400 MHz, CDCl3): delta [ppm] 7.34 – 7.21 (m, 5H), 5.61 (d x d, 1 H), 4.59 (d x d, 1 H), 4.50 (d x d, 1 H), 4.20 (d x d, 1 H), 3.19 (sept., 1 H), 2.67 (d, 1 H), 2.65 – 2.54 (m, 2H), 2.56 (d, 1H), 2.45 (d, 1 H), 2.17 (1 H), 1.85 – 0.74 (m, 18H), 1.3 (s, 3H), 1.29 (s, 3H), 1.2 (d, 3H), 1.18 (d, 3H), 0.89 (br s, 6H), 0.86 (s, 3H), 0.82 (s, 3H), 0.8 (s, 3H). LC/MS: m/z = 688.68 (M+H+).

The synthetic route of 17347-61-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VIROCHEM PHARMA INC.; CHAURET, Nathalie; WO2009/82818; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.17347-61-4,2,2-Dimethylsuccinicanhydride,as a common compound, the synthetic route is as follows.

General procedure: Compound 6 (16 mg, 0.032 mmol), 2,2-dimethylsuccinic anhydride (41 mg, 0.32 mmol), DMAP (8 mg, 0.064 mmol) and pyridine (1.5 mL) were put into a 10 mL glass tube and sealed. The mixture was stirred at 120 C for about 12 h. The reaction mixture was then transferred into a 50 mL flask. Pyridine was removed under reduced pressure. 3N HCl (10 mL) was added, the mixture was extracted three times with EtOAc, and the organic layer washed with 3 N HCl for a second time. Then the organic layer was washed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane/EtOAc as eluent) to provide target product 8 (11 mg). White solid, yield 54%.

17347-61-4 2,2-Dimethylsuccinicanhydride 87067, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Li, Jizhen; Goto, Masuo; Yang, Xiaoming; Morris-Natschke, Susan L.; Huang, Li; Chen, Chin-Ho; Lee, Kuo-Hsiung; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 68 – 71;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

149809-43-8, ((3R,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Add to 50ml single-mouth reaction bottle1-((2R,3S)-2-(Benzyloxy)-pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)- 1H-1,2,4-triazole-5(4H)-one (1 g, 1.947 mmol, 1 eq.),((3S,5R)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl P-toluenesulfonate (1.03g,2.181mmol, 1.12eq.),DMSO (6 ml) was dissolved by stirring, and 50 wt% NaOH (202.5 mg, 2.531 mmol, 1.3 eq.) was added and stirred at 45 C.TLC showed complete reaction after 2 h.The reaction was dropped into water, stirred, suction filtered, and the filter cake was washed with water (50ml). Isopropanol crystallized to give 1.52g of a white solid, yield 98.7%

As the paragraph descriping shows that 149809-43-8 is playing an increasingly important role.

Reference£º
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Huang Huoming; Lv Huimin; Xiao Zhichao; Cai Wei; Ren Zhongjie; Zhou Ting; Liu Zhenren; Zhou Weicheng; Zhang Haibo; (35 pag.)CN108341754; (2018); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred solution of 35b (3.0 g, 13.8 mmol) in AcOH (20 mL) was added ethyl 2-oxocyclopentanecarboxylate (2.37 g, 15.2 mmol) at room temperature and the reaction mixture was allowed to be heated at reflux and stirred for 3 h. The reaction mixture was cooled to room temperature and diluted with Et2O/hexane (1:3). The precipitates were collected by filtration to give 3-(2-methyl-4-methoxyphenyl)-2-methyl-6,7-dihydro-5H-cyclopenta[d]pyrazolo[1,5-a]pyrimidin-8-ol (3.88 g, 91% yield) as an off-white powder, which was used for the next reaction without further purification.

The synthetic route of 57595-23-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Saito, Tetsuji; Obitsu, Tetsuo; Kondo, Takashi; Matsui, Toshiaki; Nagao, Yuuki; Kusumi, Kensuke; Matsumura, Naoya; Ueno, Sonoko; Kishi, Akihiro; Katsumata, Seishi; Kagamiishi, Yoshifumi; Nakai, Hisao; Toda, Masaaki; Bioorganic and Medicinal Chemistry; vol. 19; 18; (2011); p. 5432 – 5445;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

57595-23-0, Methyl 4-oxotetrahydrofuran-3-carboxylate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 1 5,7-dihydrofuro[3,4-d]pyrimidine-2,4(1H,3H)-dione: To Methyl 4-oxotetrahydrofuran-3-carboxylate (18.30 g), urea (11.44 g), methanol (100 mL) and concentrated hydrochloric acid (5 mL) were added. The mixture was refluxed with heating for two hours. The obtained suspension was stirred for 15 minutes in an ice-bath. The precipitate was filtered under reduced pressure, and washed with water (20 mL x 2 times). 2 mol/L aqueous solution of sodium hydroxide (100 mL) and water (30 mL) were added to the obtained precipitate. The mixture was refluxed with heating for 1 hour. Concentrated hydrochloric acid was dropped to the reaction solution in an ice-bath. The precipitate was filtered under reduced pressure, and then the precipitate was washed with water and acetone, dried under reduced pressure to give the title compound (15.7 g) having the following physical data. TLC: Rf 0.32 (methanol: ethyl acetate = 10 : 1); 1H-NMR (300MHz, DMSO-d6). delta 11.23, 11.44-11.10, 11.00, 4.70.

As the paragraph descriping shows that 57595-23-0 is playing an increasingly important role.

Reference£º
Patent; ONO PHARMACEUTICAL CO., LTD.; EP1666468; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4344-84-7,5-Oxotetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

(2) room temperature and nitrogen protection,Compound 2 was dissolved in 700 mL of THF,Cooling to 0 ,Began to slowly add 345mL B2H6.Me2S, with bubbles,1h after the drop is completed, the system was green turbidity,Natural recovery to room temperature reaction 1h,System cooling to 0 ,To the system slowly add 500mL methanol quenching,Then returned to room temperature,45 water pump and pump concentrated dry.Vacuum distillation, external temperature 150 ,The temperature of 60 began to produce products.Outside the temperature of 160 , the temperature of 110 -120 stable product to the end,Distilled to give 16 g of product (Compound 3).

4344-84-7 5-Oxotetrahydrofuran-2-carboxylic acid 636468, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; Si Fenke Si Pharmaceutical Research And Development (Tianjin) Co., Ltd.; Yao Qingjia; Wu Simin; Xu Yangjun; (6 pag.)CN106748972; (2017); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

10560] To 2.lh (18 mg, 0.047 mmol) was added DMF (Volume: 0.5 mE) and cesium carbonate (53.8 mg, 0.165 mmol). The reaction was stirred at room temperature for 5 minutes then 3-bromotetrahydrofuran (17.81 mg, 0.118 mmol) was added. The reaction was heated to 70 C. and stirred for 3 hours or until done by ECMS. The reaction was cooled, 0.5 ml of DMF was added, then filtered through a 0.45 nM in line filtet The DMF solution with the desired product 2.37a was used as is for the next step, assume quantitative yield. EC-MS (mlz): 452.4 [M+H], 0.75 mm.

As the paragraph descriping shows that 19311-37-6 is playing an increasingly important role.

Reference£º
Patent; Novartis AG; FU, Jiping; HAN, Wooseok; KARUR, Subramanian; LU, Peichao; PFISTER, Keith Bruce; YOUNG, Joseph Michael; (97 pag.)US2018/312507; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

184950-35-4, (Tetrahydrofuran-3-yl)methanamine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5 – [(2-naphthylmethyl) thiomethyl] isoxazole-3-carboxylic acid chloride ( In ethyl acetate solution (30 mL) Tetrahydrofuran-3-ylmethylamine hydrochloride (1.00 g, 7.26 mmol) And 1 mol / L sodium hydroxide aqueous solution (16 mL) Were simultaneously added at room temperature. After vigorously stirring at room temperature for 1 hour, 1 mol / L sodium hydroxide aqueous solution was added. The separated organic layer was washed successively with water and saturated brine, After drying over anhydrous magnesium sulfate, And concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, Represented by the following equation N- (tetrahydrofuran-3-ylmethyl) -5 – [(2-naphthylmethyl) thiomethyl] isoxazole-3-carboxamide (Hereinafter referred to as present amide compound (253)) 480 mg was obtained.

The synthetic route of 184950-35-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY LIMITED; SUMITA, YUSUKE; (264 pag.)JP2015/51963; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

General procedure: Anhydrous K2CO3 (5 equiv) was added to the solution of relevantamine (1 equiv) and tetrabutylammonium bromide (TBAB)(0.01 equiv) in the acetonitrile and the mixture was stirred at at0 C for 1.5 h. Then a solution of 3-bromodihydrofuran-2(3H)-one(8) or 3-bromo-5-methyldihydrofuran-2(3H)-one (9) (1 equiv)was added dropwise and stirring was continued for 12-48 h atroom temperature. After the reaction was completed, the precipitatewas filtered off and the filtrate was concentrated under vacuum.Obtained crude products were purified by columnchromatography. Reagents and conditions: 6.03mmol 4 (1.43g), 30.19mmol K2CO3 (4.17g), 0.06mmol TBAB (0.02g), 6.03mmol 8 (1.00g), 15ml MeCN, 48h; purification by column chromatography (S6); Yield 78%; yellow oil; Rf: 0.70 (S6); 1H NMR (CDCl3) delta [ppm]: 2.17-2.20ppm (m, 2H(CH2CH2N)), 2.23-2.30 (m, 2H(NCHCH2)) 2.31 (s, 3H (Me)), 2.68-2.74ppm (t, 2H (CH2N)), 3.62-3.68ppm (t, 1H(NCH)), 4.13-4.37ppm (m, 2H(CH2CH2O), 6.13 (t, 1H(C=CH)), 7.17-7.40ppm (m, 10H (Ar)), ESI-MS (m/z) 322.1 [M+H]+

5061-21-2 2-Bromo-4-butanolide 95463, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Article; Kowalczyk, Paula; Sa?at, Kinga; Hoefner, Georg C.; Guzior, Natalia; Filipek, Barbara; Wanner, Klaus T.; Kulig, Katarzyna; Bioorganic and Medicinal Chemistry; vol. 21; 17; (2013); p. 5154 – 5167;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem