Category: 16874-33-2

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

a) Preparation of Acid Chloride7.8 gms of tetrahydrofuroic acid and 50 ml toluene were charged in a dry flask under nitrogen. 8.7 gms of thionyl chloride were added dropwise at 25-30 C. The reaction mass was stirred for 1 hour., 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CIPLA LIMITED; US2010/256370; (2010); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. 2-Tetrahydrofuroyl Chloride 2-Tetrahydrofuroic acid (413.5 mL, 500.0 g) was added to dimethylformamide (1.5 mL) and this was cooled to 15 C. under N2. After purging the reaction vessel with nitrogen for 15 minutes, oxalyl chloride (469.5 mL, 683.1 g) was added dropwise to maintain the temperature at less than 25 C. This required from 3.75 to 5 hours. The crude product was distilled at 65 C. with a vacuum of 2 mm. The reaction mixture was distilled over 40 minutes. An average yield of 548.3 g of the title A product was isolated., 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Bracco International B.V.; US5614638; (1997); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

4 Under dry conditions, 66.6 g (0.616 mol) of thionyl chloride was added dropwise to tetrahydrofurancarboxylic acid, and the temperature was controlled at 35 C for 3 hours to obtain tetrahydrofuroyl chloride, and then the temperature was controlled at 5 to 15 C, tetrahydrofuroyl chloride was added dropwise to 56.7 g (0.56 mol) of the acid-binding agent triethylamine, the organic solvent dichloroethane and N-methyl-N-benzyl-3-aminopropyldiamine 99 g ( 0.56mol) of the mixed solution, dripping, temperature control 35 C, reaction for 3 hours, adjusted to pH 8 with sodium bicarbonate solution, extracted with organic solvent, spin dry to obtain N-methyl-N-benzyl-3-acryl-tetrahydrofurancarboxamide crude product 128g, after purification to obtain refined product 101g, the yield is 65.8%, 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Liaoning Ke Ji Pharmaceutical Co., Ltd.; Wang Haiyan; Luo Wengong; Zhang Lulu; (9 pag.)CN108003141; (2018); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Stage II: Preparation of N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl) methylamino]propyl]tetrahydrofuran-2-carboxamide (Alfuzosin); Ethyl chloroformate (22.35 g, 0.206 mol) was added to a mixture of tetrahydrofuran-2- carboxylic acid (23.90 g, 0.206 mol), and triethylamine (20.80 g, 0.206 mol) in methylene dichloride (300 ml) at 0-50C. The stirring was continued for 30 min at 0-50C to complete the formation of mixed anhydride. To this, mixture of N]-(4-amino-6,7- dimethoxyquinazolin-2-yl)-Ni-methylpropane-l,3-diamine (50 g, 0.172 mol) in methylene dichloride (200 ml) was added at 0-50C and stirring was continued for additional 1 hr at 0-50C to complete the reaction. Thereafter, water was added to the reaction mass and pH was adjusted to 4.0-4.5. The organic layer was discarded and the pH of the aqueous layer was raised to 10-10.5 with aqueous sodium hydroxide. The aqueous layer was extracted with methylene dichloride and the organic extract was concentrated to remove methylene dichloride. The concentrated mass was stirred with acetone to afford Alfuzosin. The product was filtered and dried under vacuum. Yield: 50 g (75percent of theory). HPLC purity: 99.97percent.

16874-33-2, As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; AUROBINDO PHARMA LIMITED; WO2007/74364; (2007); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 0.7 g of tetrahydrofuran-2 – carboxylic acid and 10 ml of THF was added 0.84 g of oxalyl chloride and 0.05 ml of DMF. The mixture was stirred for 2 hours at room temperature, then, THF was distilled off under reduced pressure. To the residue was added 20 ml of THF and 1.02 g of 3-amino-6- (pyridin- 3-yl ) -pyran-2-one , then, 0.91 g of triethylamine was added, and the mixture was stirred for 18 hours at room temperature. Water (10 ml) was added, and about 15 ml of THF was distilled off under reduced pressure, then, the precipitate was filtrated. The filtratedprecipitate was washed with 10 ml of water and 15 ml of hexane, then, drying under reduced pressure wasperformed to obtain 0.88 g of N- [2-oxo-6- (pyridin-3-yl) – 2H-pyran-3-yl ] -tetrahydrofuran-2-carboxamide(hereinafter, referred to as the inventive compound 49) . Inventive compound 491 H-NMR (CDC13) delta: 9.19 (1H, s), 9.03-9.00 (1H, m) , 8.66- 8.63 (1H, m) , 8.42 (1H, d) , 8.10-8.06 (1H, m) , 7.40 (1H, dd) , 6.79 (1H, d) , 4.48 (1H, dd) , 4.14-4.08 (1H, m) , 4.00-3.95 (1H, m) , 2.42-2.32 (1H, m) , 2.19-2.10 (1H, m) , 2.02-1.91 (2H, m) .

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; ARIMORI, Sadayuki; SHUTO, Akira; MIZUNO, Hajime; WO2011/49150; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of 0.7 g of tetrahydrofuran-2 – carboxylic acid and 10 ml of THF was added 0.84 g of oxalyl chloride and 0.05 ml of DMF. The mixture was stirred for 2 hours at room temperature, then, THF was distilled off under reduced pressure. To the residue was added 20 ml of THF and 1.02 g of 3-amino-6- (pyridin- 3-yl ) -pyran-2-one , then, 0.91 g of triethylamine was added, and the mixture was stirred for 18 hours at room temperature. Water (10 ml) was added, and about 15 ml of THF was distilled off under reduced pressure, then, the precipitate was filtrated. The filtratedprecipitate was washed with 10 ml of water and 15 ml of hexane, then, drying under reduced pressure wasperformed to obtain 0.88 g of N- [2-oxo-6- (pyridin-3-yl) – 2H-pyran-3-yl ] -tetrahydrofuran-2-carboxamide(hereinafter, referred to as the inventive compound 49) . Inventive compound 491 H-NMR (CDC13) delta: 9.19 (1H, s), 9.03-9.00 (1H, m) , 8.66- 8.63 (1H, m) , 8.42 (1H, d) , 8.10-8.06 (1H, m) , 7.40 (1H, dd) , 6.79 (1H, d) , 4.48 (1H, dd) , 4.14-4.08 (1H, m) , 4.00-3.95 (1H, m) , 2.42-2.32 (1H, m) , 2.19-2.10 (1H, m) , 2.02-1.91 (2H, m) .

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; ARIMORI, Sadayuki; SHUTO, Akira; MIZUNO, Hajime; WO2011/49150; (2011); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Mixture of 4- (2-fluoro-4-methanesulfonyl-phenoxy)-5-methyl-6- (piperidin-4-yloxy)- pyrimidine (76 mg, 0.2 mmole), tetrahydro-furan-2-carboxylic acid (0.26 mmole, 1.3 eq), HATU (0.26 mmole, 1.3 eq), and TEA (0.4 mmole, 2 eq) in 2 mL THF was heated under microwave irradiation at 120 ¡ã C for 30 minutes. Mixture was purified by HPLC to give compound C164 as a yellow solid (78 mg, 81 percent). H NMR (CDC13, 400 MHz) 8 1.85-2. 17 (M, 8H), 2.21 (s, 3H), 3.10 (s, 3H), 3.75-3. 80 (M, 2H), 3.86-3. 91 (M, 2H), 3.96-4. 01 (M, 2H), 4.68 (t, 1H), 5.40-5. 45 (M, 1H), 7.44 (t, 1H), 7.78-7. 82 (M, 2H), 8.21 (s, 1H). Exact mass calculated for C22H26FN306S 479.2, found 480.3 (MH+)., 16874-33-2

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 5; [00113] Preparation of Alfuzosin[00114] To a solution of tetrahydrofuroic acid (5.97 g) in methylene chloride (100 ml) was added thionyl chloride (3.75 ml). After 30 minutes of stirring, N-(4-amino-6,7- dimethoxy-2-quinaaolinyl)-N-methyl-l,3-propanediamine (10.0 g) was added and charged to the reaction mass. To this reaction mass was added triethyl amine, and maintained for about 90 minutes to about 105 minutes. On completion of the reaction as determined by TLC, the reaction mass was filtered to separate the insoluble triethylamine (“TEA”) hydrochloride and the solvent was evaporated at a temperature ranging from about 400C to about 45C under vacuum, to obtain gummy mass. To the gummy mass, isopropyl alcohol (50 ml) was charged and heated to a temperature ranging from about 550C to about 600C and stirred at the same temperature for about 30 to about 35 minutes. The mass was cooled to room temperature. The product was isolated by filtration, washed with isopropyl alcohol (10.0 ml). Wet product was dried at a temperature ranging from about 500C to about 55C to obtained crude alfuzosin (7.8gm). [00115] Purity( by HPLC): Greater than 99.6%, 16874-33-2

The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLENMARK PHARMACEUTICALS LIMITED; WO2006/90268; (2006); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

16874-33-2, Tetrahydrofuran-2-carboxylic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of tetrahydro-furan-2-carboxylic acid (2. 42 g, 20. 82 mmol) in anhydrous tetrahydrofuran (120 mL), under an atmosphere of nitrogen at 0 C, was added triethylamine (8. 5 mL, 61. 23 MMOL) and ethyl chloroformate (2. 4 ML, 25. 10 MMOL). White precipitation formed after the addition of ethyl chloroformate and the resulting mixture stirred for 45 minutes at 0 C. Ammonia gas was bubbled into the solution for 2 hours and the gas source removed. The reaction mixture was then allowed to warm to ambient temperature and stirred for 16 hours. The solution was adjusted to pH 1 by addition of 1 N hydrochloric acid, and then extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were dried (anhydrous magnesium sulfate), filtered, and concentrated in vacuo to give the crude product. The residue was purified by flash column chromatography (hexanes to 10% ethyl acetate/hexanes) to afford the title compound (0. 97 g, 41%) as a white solid. LRMS (MILZ) : 116 (M+H) +. ‘H NMR (CDCI3, 300 MHz) : 4. 35 (1H, dd, J= 8. 5, 5. 8 HZ), 3. 92 (2H, m), 2. 18 (2H, m), 1. 90 (2H, m)., 16874-33-2

As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; WO2004/92145; (2004); 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: To a mixture of 26b (100 mg, 0.28 mmol), 3-methoxypropionic acid (31.4 muL, 0.33 mmol), HOBt¡¤H2O (45.2 mg, 0.33 mmol) and Et3N (97 muL, 0.70 mmol) in THF (1.4 mL) was added WSC¡¤HCl (64.1 mg, 0.33 mmol). The mixture was stirred at room temperature for 3 h, and then poured into water and extracted with EtOAc. The organic layer was separated, washed with water and brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by column chromatography (silica gel, Hexane/EtOAc) to give (6R,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((3-methoxypropanamido)methyl)-1,4-oxazepane-4-carboxylate (81 mg, 65percent) as a colorless oil.

16874-33-2, The synthetic route of 16874-33-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Yukawa, Tomoya; Fujimori, Ikuo; Kamei, Taku; Nakada, Yoshihisa; Sakauchi, Nobuki; Yamada, Masami; Ohba, Yusuke; Ueno, Hiroyuki; Takiguchi, Maiko; Kuno, Masako; Kamo, Izumi; Nakagawa, Hideyuki; Fujioka, Yasushi; Igari, Tomoko; Ishichi, Yuji; Tsukamoto, Tetsuya; Bioorganic and Medicinal Chemistry; vol. 24; 14; (2016); p. 3207 – 32174;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem