Day: October 30, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.112372-15-3,Furo[2,3-c]pyridine-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 38 Synthesis of (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)furo[2,3-c]pyridine-2-carboxamide To a stirred solution of furo[2,3-c]pyridine-2-carboxylic acid (0.050 g, 0.30 mmol, 1.0 equiv) in DMF (10 mL), was added (S)-4,4-difluoro-1-glycylpyrrolidine-2-carbonitrile 4-methylbenzenesulfonate (0.110 g, 0.30 mmol, 1.0 equiv), HOBt (0.049 g, 0.36 mmol, 1.2 equiv) and EDC.HCl (0.069 g, 0.36 mmol, 1.2 equiv). The mixture was allowed to stir at RT for 10 min. Triethyl amine (0.1 mL) was added and the mixture was allowed to stir at RT for overnight. Product formation was confirmed by LCMS and TLC. The reaction mixture was diluted with water and extracted with ethyl acetate (50 mL*2). Combined organic extracts were washed with water (20 mL*4), dried over anhydrous Na2SO4 and concentrated. The crude product obtained was purified by reverse phase HPLC to obtain (S)-N-(2-(2-cyano-4,4-difluoropyrrolidin-1-yl)-2-oxoethyl)furo[2,3-c]pyridine-2-carboxamide (0.020 g, 19% Yield) as a white solid. LCMS 335 [M+H]+ 1H NMR (DMSO-d6, 400 MHz) delta (br. s., 1H), 9.09 (s, 1H), 8.49 (d, J=5.3 Hz, 1H), 7.84 (d, J=5.3 Hz, 1H), 7.69 (s, 1H), 5.11 (d, J=9.6 Hz, 1H), 4.25-4.39 (m, 1H), 4.04-4.22 (m, 3H), 2.72-3.00 ppm (m, 3H)., 112372-15-3

As the paragraph descriping shows that 112372-15-3 is playing an increasingly important role.

Reference£º
Patent; Praxis Biotech LLC; ALFARO, Jennifer; BELMAR, Sebastian; BERNALES, Sebastian; PUJALA, Brahmam; PANPATIL, Dayanand; BHATT, Bhawana; US2019/185451; (2019); 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

Production Example 230 (0550) Tetrahydrofuran-3-ylmethylamine hydrochloride (0.24 g, 1.75 mmol) and triethylamine (0.18 g, 1.75 mmol) were added to chloroform (amylene addition product) (8 mL). 5-(5,6,7,8-Tetrahydronaphthalen-2-yl)oxymethylisoxazole-3-c arboxylic acid (0.40 g, 1.46 mmol), 1-hydroxybenzotriazole (0.02 g, 0.18 mmol) and 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (0.34 g, 1.75 mmol) were added to the mixture at room temperature, and the mixture was stirred for 5 hours. Then, dilute hydrochloric acid was added thereto, and the mixture was extracted twice with chloroform. The organic layer was washed with a saturated aqueous sodium bicarbonate solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was applied to a silica gel column chromatography to obtain 0.40 g of N-(tetrahydrofuran-3-ylmethyl)-5-(5,6,7,8-tetrahydronaphtha len-2-yl)oxymethylisoxazole-3-carboxamide (hereinafter, referred to as Compound of Present Invention (239)) represented by the following formula. 1H-NMR(CDCl3, TMS, delta(ppm)):1.61-1.71(1H, m), 1.76-1.79 (4H, br m), 2.04-2.13(1H, m), 2.52-2.62(1H, m), 2.70-2.73(4H, br m), 3.44-3.48(2H, m), 3.57-3.60(1H, m), 3.73-3.79(1H, m), 3.83-3.94(2H, m), 5.15 (2H, s), 6.65(1H, br s), 6.69(1H, dd), 6.77(1H, s), 6.96(1H, br s), 6.99(1H, d), 184950-35-4

184950-35-4 (Tetrahydrofuran-3-yl)methanamine hydrochloride 17750392, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sumitomo Chemical Company, Limited; MITSUDERA, Hiromasa; AWASAGUCHI, Kenichiro; AWANO, Tomotsugu; UJIHARA, Kazuya; EP2952096; (2015); 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.87219-29-2,(S)-Benzyl (5-oxotetrahydrofuran-3-yl)carbamate,as a common compound, the synthetic route is as follows.

87219-29-2, Preparation of (S)-tert-butyl 3-(cyclopropyl(2,3-dichlorobenzyl)carbamoyl)-4-(4-hydroxyphenyl)-2-((methoxymethoxy)methyl)-5,6-dihydropyridine-1(2H)-carboxylate (4H) 4A (S)-Benzyl-4-(cyclopropyl(2,3-dichlorobenzyl)amino)-1-hydroxy-4-oxobutan-2-ylcarbamate (4A) Into a 100 mL round bottom flask fitted with a reflux condenser and a nitrogen inlet, N-(2,3-dichlorobenzyl)cyclopropanamine (30.3 g, 140.3 mmol) (Example 1A) and (S)-benzyl 5-oxotetrahydrofuran-3-ylcarbamate (22.0 g, 93.5 mmol) were added. The mixture was heated without solvent at 100 C. for 24 hours. Purification by column chromatography (5%->10% MeOH/dichloromethane) gave 22.0 g (52%) of 4A. ESI-MS:m/z 451.3 (M+H)+.

As the paragraph descriping shows that 87219-29-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; US8129538; (2012); B1;,
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.42417-39-0,3-Aminodihydrofuran-2(3H)-one hydrochloride,as a common compound, the synthetic route is as follows.,42417-39-0

The batch reactor was charged with 2 g of each of HSL ¡¤ HCl, HS (homoserine) and HSL (homoserine lactone free salt) as reactants. 40 g of water and 0.1 g of Pt (5) / Ac were placed in the reactor, and the reaction for the homo-serine compound was performed under the conditions shown in Table 4 below. The product was partially recovered according to the elapsed time of the reaction, and the components were analyzed. The results are shown in Table 4 below.

The synthetic route of 42417-39-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CJ CHEILJEDANG CORPORATION; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; YANG, YOUNG RYEOL; KIM, BYUNG SIK; KIM, JEONG HYUN; LEE, JUNG HO; SHIN, HYUN KWAN; KIM, JU NAM; CHO, KYUNG HO; (40 pag.)KR2015/118287; (2015); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

a) 7-bromo-4-chloro-N-(tetrahydrofuran-3-yl)quinoline-3-sulfonamide. To a solution of 7-bromo-4-chloro-3-quinolinesulfonyl chloride (530 mg, 1 .56 mmol) and triethylamine (313 mg, 3.1 mmol) in dry dichloromethane (8 mL) was added a solution of tetrahydrofuran-3-amine (149 mg, 1 .7 mmol) in dichloromethane (2 mL) dropwise at 0 ¡ãC. The mixture was stirred for 10 minutes. TLC showed the starting material was consumed completely. Water (10 mL) was added and the mixture extracted with dichloromethane (20 mL x 3). The combined organic phases were concentrated and purified by silica gel chromatography (25percent ethyl acetate/petroleum ether) to afford the title compound (420 mg, 69percent) as a solid. 1 H NMR (300 MHz, DMSO-d6) delta ppm 1.67-1.75 (m, 1 H), 1.87-1.98 (m, 1 H), 3.41 – 3.46 (m, 1 H), 3.54-3.76 (m, 3 H), 3.86-3.92 (m, 1 H), 8.05 (dd, J=2.1 , 9.0 Hz, 1 H), 8.37 (d, J=9.0 Hz, 1 H), 8.45 (d, J=2A Hz, 1 H), 8.73 (d, J=7.5 Hz, 1 H), 9.27 (s, 1 H). LCMS (ES+) m/e 391 [M+H]+.

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

Reference£º
Patent; GLAXOSMITHKLINE LLC; BROWN, Kristin, K.; CHAI, Deping; DODSON, Christopher, S.; DUFFY, Kevin, J.; SHAW, Antony, Nicholas; WO2013/96153; (2013); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

89364-31-8, Tetrahydrofuran-3-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,89364-31-8

To a solution of tetrahydrofuran-3-carboxylic acid (0.247 mL, 2.58 mmol) in THF (13 mL) at 0 C was added slowly lithium aluminium hydride (1 .0 M in THF, 5.2 mL, 5.16 mmol), stirred for 10 minutes then allowed to attain room temperature and stirred for a further 3 hours. The reaction mixture was cooled to 0 C and diluted with diethyl ether (15 mL), then treated sequentially with water (0.2 mL), NaOH (15% solution, 0.2 mL) and water (0.6 mL) and stirred for 30 minutes. The white suspension was then treated with sodium sulfate, stirred for a further 20 minutes, filtered over celite, washed with diethyl ether (2x 20 mL) and concentrated in vacuo to yield 224 mg (85%) of the title compound as a colourless oil which was carried forward to the next stage without further purification. -NMR Spectrum: deltaEta (500 MHz, CDCI3): 3.90-3.84 (2H, m), 3.78-3.73 (1H, m), 3.66-3.63 (2H, m), 3.61-3.57 (1H, m), 2.51-2.46 (1H, m), 2.08-2.01 (1H, m), 1.69-1.62 (1H, m)

89364-31-8 Tetrahydrofuran-3-carboxylic acid 4661317, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ASTEX THERAPEUTICS LIMITED; CANCER RESEARCH TECHNOLOGY LIMITED; CHESSARI, Gianni; HOWARD, Steven; BUCK, Ildiko Maria; CONS, Benjamin David; JOHNSON, Christopher Norbert; HOLVEY, Rhian Sara; REES, David Charles; ST. DENIS, Jeffrey David; TAMANINI, Emiliano; GOLDING, Bernard Thomas; HARDCASTLE, Ian Robert; CANO, Celine Florence; MILLER, Duncan Charles; CULLY, Sarah; NOBLE, Martin Edward Maentylae; OSBORNE, James Daniel; PEACH, Joanne; LEWIS, Arwel; HIRST, Kim Louise; WHITTAKER, Benjamin Paul; WATSON, David Wyn; MITCHELL, Dale Robert; (293 pag.)WO2017/55860; (2017); 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.5061-21-2,2-Bromo-4-butanolide,as a common compound, the synthetic route is as follows.

5061-21-2, 3,4-Dihydro-2-(2-hydroxyethyl)-7-nitro-3-oxo-2H-1,4-benzoxazine Method D: 2-amino-5-nitrophenol (13.5 g, 87.6 mmol, 1 eq.) and alpha-bromo-gamma-butyrolactone (8.0 ml, 96.3 mmol, 1.1 eq.) were added to a stirring mixture of DMF (80 ml) and potassium carbonate (12.1 g, 87.6 mmol). After refluxing 5 hours and returning to room temperature, the reaction was poured into an equal volume of ice water and was stirred 15 minutes before being filtered. The resulting brown solid was dried in vacuo at 65 C. to afford a 45% yield of the product, mp 177-178 C.; MS (FAB) MH+ 239; IR (KBr) 3541, 3204, 3095, 3037, 2929, 2888, 1699, 1599, 1508, 1480, 1417, 1389, 1342, 1299, 1136, 1034, 798, 617, 499 cm-1; 1 H NMR (DMSO-d6) delta11.32 (br s, 1H), 7.91 (dd, 1H, J=2.4, 8.7 Hz), 7.79 (s, 1H), 7.05 (d, 1H, J=8.7 Hz), 4.82 (dd, 1H, J=3.8, 9.0 Hz), 4.70 (br s, 1H), 3.59 (m, 2H), 1.98 (m, 1H), 1.90 (m, 1H). Anal. Calc’d for C10 H10 N2 O5: C 50.42, H 4.23, N 11.76. Found: C 50.37, H 4.20, N 11.43.

As the paragraph descriping shows that 5061-21-2 is playing an increasingly important role.

Reference£º
Patent; Ortho Pharmaceutical Corporation; US5696117; (1997); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

5061-21-2, 2-Bromo-4-butanolide is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5061-21-2, General procedure: To a stirred mixture of thiols 12a-12k (100 mmol) and K2CO3(27.64 g, 200 mmol) in DMF (120 mL) at room temperaturewas added alpha-bromobutyrolactone (10, 14.85 g, 90 mmol), andthe resulting mixture was stirred at room temperature until thecompletion of reaction as indicated by TLC analysis (typicallywithin 12 h).The reaction mixture was poured into ice-water (400 mL),and the mixture thus obtained was extracted with CH2Cl2 (3 ¡Á100 mL). The combined extracts were washed successively with10% aqueous Na2CO3 (2 ¡Á 100 mL) and 5% brine (3 ¡Á 100 mL),dried over anhydrous Na2SO4 and evaporated on a rotary evaporator to aord a residue, which was purifed by columnchromatography to yield 13a-13k after trituration withEtOAc/n-hexane if the product was a solid.

The synthetic route of 5061-21-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Zhang, Xiansheng; Wu, Jingwei; Liu, Yuqiang; Xie, Yafei; Liu, Changying; Wang, Jianwu; Zhao, Guilong; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 7; (2017); p. 799 – 811;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

219823-47-9, (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4-(beta-D-glucopyranos-1-yl)-1-methyl-2-f4-(^SJ-tetrahvdrofuran-3-yloxy)-benzvn- benzene (R)-3-(4-methyIphenylsulfonyloxy)-tetrahydrofuran (4.9 g) is added to a mixture of 4- (beta-D-glucopyranos-1-yl)-2-(4-hydroxy-be?zyl)-1 -methyl-benzene (4.9 g) and cesium carbonate (6.6 g) in dimethylformamide (50 mL). The mixture is stirred at 60 0C for 8 h, before more cesium carbonate (0.7 g) and (R)-3-(4-methylphenyi-suIfonyIoxy)- tetrahydrofuran (0.5 g) are added. After an additional 14 h stirring at 80 0C, the mixture is cooled to ambient temperature, diluted with ethyl acetate and washed with brine. The organic phase is dried (sodium sulphate) and the solvent is removed. The residue is purified by chromatography on silica gel (dichloromethane/methanol 1 :0 -> 4:1). Yield: 2.68 g (46% of theory) Mass spectrum (ESI+): m/z = 448 [IvRNH4] +, 219823-47-9

219823-47-9 (R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate 13837325, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2008/49923; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

88675-24-5,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

TEA (507 mu, 3.64 mmol) was added dropwise to 2-((4-bromo-2- nitrophenyl)amino)acetic acid (500 mg, 1.818 mmol), HATU (864 mg, 2.272 mmol) 5 and tetrahydrofuran-3 -amine (198 mg, 2.272 mmol) in DCM (5 mL) and the resulting dark red mixture was stirred at room temperature for 2 hours. The mixture was treated with sodium hydrogenocarbonate (20 mL) and the precipitate filtered off and washed with water (3 x 20 mL). Flash chromatography (0-100percent EtOAc+lpercentMeOH in iso- hexanes, 40 g silica) gave 2-((4-bromo-2-nitrophenyl)amino)-N-(tetrahydrofuran-3- [0 yl)acetamide (382 mg, 59percent) as a orange solid; m/z 344/346 (M+H)+ (ES+).

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

Reference£º
Patent; CELLCENTRIC LTD; PEGG, Neil Anthony; TADDEI, David Michel Adrien; ONIONS, Stuart Thomas; TSE, Eric Sing Yuen; BROWN, Richard James; MYCOCK, David Kenneth; COUSIN, David; PATEL, Anil; (135 pag.)WO2016/170324; (2016); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem