Brief introduction of 16874-33-2

16874-33-2, As the paragraph descriping shows that 16874-33-2 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Add L-phenylalaninol resolving agent (0.5g, 3.3mmol, 99percent ee) to a 50mL two-neck reaction flaskAnd 15mL of acetone,After stirring and dissolving the dissolving agent,Add 5 mL of a mixture of ethyl acetate and (RS)-THFA (0.58 g, 5 mmol).Reaction at 20 ¡ã C for 1 h,A white solid was precipitated, which was quickly filtered and weighed to give 0.397 g of diastereomer salt.The resulting diastereomer salt was recrystallized from ethyl acetate.Heat to about 77 ¡ã C first, to clear the transparent liquid,Stop heating, slowly cool naturally and stir at low speed until the temperature drops to 20 ¡ã C. After constant temperature and low speed stirring and crystallization for 1 h, filter, filter cake is dissolved with 5 mol / L sulfuric acid aqueous solution and adjusted to pH < 2, and added with DCM (3 ¡Á 10 mL) The layers are separated and the extracted organic phase is combined and dried over anhydrous Na2SO4.The solvent was again concentrated to give (S)-2-THFA (0.175 g), 99.1percent ee, yield: 60.7percent. 16874-33-2, As the paragraph descriping shows that 16874-33-2 is playing an increasingly important role.

Reference£º
Patent; Zhejiang University of Technology; Li Zhenhua; Ruan Yiyi; Li Juan; (9 pag.)CN109705064; (2019); A;,
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Some tips on 16874-33-2

16874-33-2, As the paragraph descriping shows that 16874-33-2 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 85A tetrahydrofuran-2-carboxamide To a mixture of tetrahydrofuran-2-carboxylic acid (12 g) in tetrahydrofuran (200 mL) was added di(1H-imidazol-1-yl) methanone (53.3 g) at 15 C. and the reaction was mixture was stirred for 2 hours. Ammonium hydroxide (100 mL) was added to the reaction at 0 C. and the reaction mixture was stirred at 15 C. for 2 hours. The reaction mixture was separated and the aqueous phase was extracted with dichloromethane (5*50 mL). The combined organic layers were dried over Na2SO4 and filtered. The filtrate was concentrated to give the residue which was purified by column chromatography on silica gel (eluted with dichloromethane_methane=200:1 to 30:1) to provide the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 1.86-1.95 (m, 2H), 2.08 (td, J=13.37, 6.14 Hz, 1H), 2.23-2.34 (m, 1H), 3.85-4.00 (m, 2H), 4.35 (dd, J=8.55, 5.92 Hz, 1H), 5.97 (br s, 1H), 6.61 (br s, 1H).

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

Reference£º
Patent; AbbVie Inc.; AbbVie Deutschland GmbH & Co. KG; Brady, Patrick B.; Braje, Wilfried; Dai, Yujia; Doherty, George A.; Gong, Jane; Jantos, Katja; Ji, Cheng; Judd, Andrew S.; Kunzer, Aaron R.; Lai, Chunqiu; Mastracchio, Anthony; Risi, Roberto M.; Song, Xiaohong; Souers, Andrew J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Teske, Jesse A.; Wang, Xilu; Wendt, Michael D.; Yu, Yiyun; Zhu, Guidong; Penning, Thomas D.; (218 pag.)US2019/55264; (2019); A1;,
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New learning discoveries about 16874-33-2

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

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

Add 2-(5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidine-4,5,6- to a 50 mL two-necked vial Triamine (0.10 g, 0.27 mmol),Tetrahydrofuran-2-carboxylic acid (0.046 g, 0.40 mmol)And N,N-dimethylformamide (10.0 mL),2-(7-Azobenzotriazole)-N,N,N’,N’-tetramethyluronium hexafluorophosphate added at 0 ¡ãC(0.15g, 0.39mmol)N,N-Diisopropylethylamine (0.13 mL, 0.79 mmol) was stirred at room temperature overnight.Quenched with water, extracted with ethyl acetate (30 mL¡Á2).The organic phase was washed sequentially with water (30 mL) and brine (30 mL).Dry over anhydrous sodium sulfate, suction filtration,The residue was purified by silica gel column chromatography (dichloromethane/methanol (v/v) = 80/1, 0.5percent triethylamine).A white solid (0.067 g, 53.0percent) was obtained.

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; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Wang Xiaojun; Zuo Yinglin; Yu Chuan; Yang Chuanwen; Wang Jiancheng; Li Jing; Cao Shengtian; Wu Fangyuan; Zhang Yingjun; S ¡¤geerdeman; (79 pag.)CN108690016; (2018); A;,
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Brief introduction of 16874-33-2

As the paragraph descriping shows that 16874-33-2 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1: Synthesis of ethyl tetrahydrofuran-2-carboxylate:To a stirred solution of tetrahydrofuran-2-carboxylic acid (about 10 g) in ethanol (150 ml), sulfuric acid (about 10 ml) was added and refluxed for 6 hours at 80 C. Completion of the reaction was monitored by TLC, reaction mixture was evaporated under reduced pressure, the residue was taken in water, neutralized with saturated NaHC03 and extracted with DCM, the organic layer was dried over a2S04 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography using 5% ethyl acetate in hexane as eluent to furnish the title compound (12 g) as a light yellow liquid. NMR (300 MHz, CDC13): 1.22- 1.27 (m, 3H); 1.57- 1.87 (m, 8H); 2.65-2.76 (m, 1H); 4.08-4.15 (m, 2H); ES Mass: [M+l ] 143 (100%)., 16874-33-2

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

Reference£º
Patent; HETERO RESEARCH FOUNDATION; PARTHASARADHI REDDY, Bandi; VAMSI KRISHNA, Bandi; MANOHAR SHARMA, Vedula; RATHNAKAR REDDY, Kura; MADHANMOHAN REDDY, Musku; VL SUBRAHMANYAM, Lanka; PREM KUMAR, Mamnoor; WO2011/61590; (2011); A1;,
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New learning discoveries about 16874-33-2

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

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 TETRAHYDROFURAN-2-CARBOXYLIC acid (20 g, 172. 2356 MMOL) in anhydrous ethanol (100 mL) was added concentrated sulfuric acid (0. 46 mL). The resulting mixture was stirred at reflux for 16 hours and then allowed to cool to ambient temperature. To this was added water (100 mL) and extracted with diethyl ether (3×100 mL). The combined organic extracts were washed with saturated aqueous sodium bicarbonate (2X50 mL), saturated aqueous sodium chloride (100 ML), dried (anhydrous magnesium sulfate), filtered and concentrated in vacuo to afford the pure product as a colorless liquid (22. 5964 g, 91 %). LRMS (m/z) : 145 (M+H) +. ‘H NMR (CDCI3, 300 MHz) 4. 38 (1H, dd, J= 4. 9, 8. 1 HZ), 4. 14 (2H, q, J= 7. 2 Hz), 3. 99-3. 92 (1 H, m), 3. 88-3. 81 (1 H, M), 2. 24-2. 12 (1 H, M), 2. 00-1. 79 (3H, m), 1. 22 (3H, t, J=7. 2Hz)., 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; PFIZER INC.; WO2004/92145; (2004); A1;,
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Downstream synthetic route of 16874-33-2

16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

2-tetrahydrofurancarboxylic acid (5 mmol, 580 mg), 10% Pd/C (0.05 mmol, 50 mg) was sequentially added to a 25 ml hastelloy autoclave. La(OTf)3 (0.1 mmol, 62 mg) and 10 ml of acetic acid. After replacement by N2, H2 was charged to 15 atm. The mixture was heated to 170 C with stirring for 6 h. After the reaction was completed, it was cooled to room temperature and the gas was carefully released. The reaction solution was filtered to recover a Pd/C hydrogenation catalyst. The reaction solution passed the gas phase test. the yield of 1,4-butanediol diacetate was 60.3%., 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; University of Science and Technology of China; Deng Jin; Gong Baoxiang; Shi Jing; Fu Yao; (9 pag.)CN110218152; (2019); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 16874-33-2

16874-33-2, 16874-33-2 Tetrahydrofuran-2-carboxylic acid 86079, aTetrahydrofurans 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: Five novel lanthanide tetrahydrofuran-2-carboxylate (THFC) complexes [Ln(THFC)2(H2O)2]¡¤L¡¤H2O (Ln=Eu; L=Cl?, Br?, NO3? and Ln=Tb; L=Cl?, NO3?) have been synthesized. An ethanol solution of the lanthanide chloride, bromide or nitrate was dropwise added to a water?ethanol solution of a mixture of tetrahydrofuran-2-carboxylic acid and NaOH in a 1:2:2 ratio. The final solution was heated in a water bath about 2h. An extracted powder of the complex was washed with acetone or isopropyl alcohol. The yields were equal to 75percent, 71percent, 86percent, 74percent, 89percent for the Eu compounds with L=Cl?, Br?, NO3? and Tb compounds with L=Cl?, NO3?, respectively. All reagents were purchased from Sigma?Aldrich and were analytical grade. All solvents were purified by standard techniques. The samples synthesized are single-phase, which was proved by powder X-ray diffraction patterns obtained on a Bruker D8 Advance diffractometer. The results for two compounds are given in Fig. S1 (see Supplementary information file). Crystals of the compounds were grown by slow evaporation of the solvent at room temperature. The molecular structures of the compounds obtained are identical, in accordance with the X-ray investigation, luminescence and IR spectra. (0004)

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

Reference£º
Article; Zhuravlev; Vologzhanina; Kudryashova; Klemenkova; Tsaryuk; Polyhedron; vol. 56; (2013); p. 109 – 115;,
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Some tips on 16874-33-2

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

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

Tetrahydrofuran-2-carboxylic acid 5.00g (43.1 mmol) wasdissolved in tetrahydrofuran 50 mL, then 1,1′-carbonyl diimidazole 8.38g (51.7mmol) was slowly added at room temperature, and stirred for 1.5 h at the sametemperature. To the reaction solution, magnesium chloride 3.98g (41.8mmol) and MonoethylMalonate Potassium 11.0g (64.6mmol) were slowly added, and the mixture wasstirred at room temperature for 3 hours. After concentration of the solvent underreduced pressure to about 1/3 volume, it was diluted with water and ethylacetate, and the pH was made to pH = 5 by addition of 1N hydrochloric acid, andextracted with ethyl acetate. The organic layer was washed with saturatedbrine, and dried with anhydrous sodium sulfate. After filtration, the filtratewas evaporated under reduced pressure. The obtained residue was purified bysilica gel column chromatography (Biotage, eluent; hexane / ethyl acetate = 100/ 0~80 / 20) to give the title compound 8.24g quantitatively as an 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
Patent; DAIICHI SANKYO COMPANY LIMITED; EBISAWA, MASAYUKI; HAGINOYA, NORIYASU; SUZUKI, TAKASHI; TSUKADA, TOMOHARU; MURAKAMI, RYO; TAKATA, TAKEHIKO; (133 pag.)JP2016/56133; (2016); A;,
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Brief introduction of 16874-33-2

As the paragraph descriping shows that 16874-33-2 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.

To a 50 mL two-neck flask were added2-(7-fluoro-1-(2-fluorobenzyl)-1H-indazol-3-yl)pyrimidine-4,5,6-triamine (0.10 g, 0.27 mmol),tetrahydrofuran-2-carboxylic acid (0.035 g, 0.30 mmol) and N,N-dimethylformamide (10 mL).Then 0-(7 -azabenzotriazol-1-yl)-N,N,N’,N’-te-tramethyluronium hexafluorophosphate (0.12 g,0.32 mmol) and N,N-diisopropylethylamine (0.13 mL, 0.79 mmol) were added at 0 o C. Themixture was stirred for 6 hours under an ice-bath condition. The reaction mixture was pouredinto water (30 mL), and the resulting mixture was extracted with ethyl acetate (30 mL x 2). Thecombined organic layers were washed with water (50 mL) and saturated brine (50 mL), driedover anhydrous sodium sulfate and filtered. The filtrate was concentrated on a rotary evaporatorand the residue was purified by silica gel chromatograph (dichloromethane /methanol (v/v) =80/1, 0.5percent triethylamine) to give a white solid (0.081 g, 64.0percent). MS (ESI, pos. ion) m/z: 466.1 (M+1);1HNMR (400 MHz, DMSO-d6) 8 (ppm) 8.70 (s, 1H), 8.57 (d, J= 8.0 Hz, 1H), 7.35 (dd, J=14.0, 6.8 Hz, 1H), 7.29- 7.10 (m, 4H), 6.98 (t, J = 7.5 Hz, 1H), 6.00 (s, 4H), 5.84 (s, 2H), 4.46(dd, J = 7.9, 6.1 Hz, 1H), 3.99 (dd, J = 14.5, 7.0 Hz, 1H), 3.82 (dd, J = 13.7, 7.2 Hz, 1H), 2.22-2.03 (m, 2H), 1.98- 1.79 (m, 2H);19F NMR (376 MHz, DMSO-d6) 8 (ppm) -118.75 (d, J = 7.1 Hz), -134.30 (d, J = 7.2 Hz)., 16874-33-2

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

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZUO, Yinglin; WANG, Xiaojun; YANG, Chuanwen; WANG, Jiancheng; CAO, Shengtian; WU, Fangyuan; ZHANG, Yingjun; GOLDMANN, Siegfried; (193 pag.)WO2018/188590; (2018); A1;,
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Simple exploration of 16874-33-2

The synthetic route of 16874-33-2 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.16874-33-2,Tetrahydrofuran-2-carboxylic acid,as a common compound, the synthetic route is as follows.,16874-33-2

Example-3: N-[3-[(4-Amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro- 2-furan carboxamide (Alfuzosin)To a mixture of terahydrofuroic-2-acid (99.7 gm) and dichloromethane (600ml) at 0 to 50C, triethylamine (86.8 gm) was added. To the resulting reaction mixture, ethyl chloroformate (93.2 gm) was added at low temperature. The reaction mixture was further stirred for one hour and a slurry of N]-(4-Amino-6,7-dimethoxyquinazol-2-yl)-Ni-methylpropylenediamine (100 gm) in dichloromethane (400 ml) was added. The resultant mixture was stirred for about one hour for the completion of the reaction and sodium hydroxide solution (500 ml, IN) was added. The layers were separated and the organic layer was washed with sodium hydroxide solution and concentrated under vacuum. The residue thus obtained was stirred with methanol (200 ml) for three hours to get slurry, which was filtered to get alfuzosin base in solid form. The product thus obtained was re-crystallized from methanol to get pure, isolated, solid alfuzosin base. Yield: 75 gm Purity: 99.8percent

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

Reference£º
Patent; WOCKHARDT LTD.; NATHANI, Pankaj Kumar; NARODE, Sunil Dnyaneshwar; SIDDIQUI, Mohammad Jaweed Mukarram; WO2007/69050; (2007); A2;,
Tetrahydrofuran – Wikipedia
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