Heterocyclic Building Blocks-Tetrahydrofuran

204512-95-8, (S)-Tetrahydrofuran-3-amine hydrochloride is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 7 (S)-7,8-Dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine A solution of 4-chloro-7,8-dimethoxyquinazoline (1.5 g, 6.7 mmol), (S)-tetrahydrofuran-3-amine hydrochloride (1.00 g, 8.00 mmol) and DIPEA (3.44 g, 26.7 mmol) in DMF (20 mL) was stirred at 100 C. for 3 hours. The solution was concentrated under vacuum. The residue was diluted with DCM (300 mL) and washed with brine (3*50 mL). The organic layer was evaporated and the residue was purified by prep-HPLC to afford (S)-7,8-dimethoxy-N-(tetrahydrofuran-3-yl)quinazolin-4-amine 1.2 g (67%) as a white solid, 204512-95-8

The synthetic route of 204512-95-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Kehler, Jan; Rasmussen, Lars Kyhn; Langgard, Morten; US2015/175584; (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.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

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.219823-47-9,(R)-Tetrahydrofuran-3-yl 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

To a solution of (1 R,4R)-5-(6-(6-(3-azabicyclo[3. 1 .0]hexan-6-yl)-5-methyl-1 H-indazol-1 -yl)-2- methylpyrimidin-4-yl)-2-oxa-5-azabicyclo[2.2. 1 ]heptane (150 mg, 0.37 mmol) in MeCN (20 mL) was added (R)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate (271 mg, 1.12 mmcl) and K2C03 (154 mg, 1.12 mmcl) at ii under N2. The reaction mixture was stirred at 110 C for 24h. The mixture was purified by silica gel chromatography eluted with EtOAc and flash columnto give the product as a white solid (35 mg, yield: 19%).IH NMR (400 MHz, CDCI3) oe 8.52 (s, 1H), 8.03 (s, IH), 7.46 (s, 1H), 6.66 (s, 1 H), 5.25 (m,0.65H), 4.73 (s, 1H), 3.97-3.93 (m, 1H), 3.92-3.90 (m, 2H), 3.88-3.83 (m, 2H), 3.79-3.77 (m,1H), 3.65-3.52 (m, 2H), 3.29-3.27 (m, 1H), 3.18-3.16 (m, IH), 3.07-3.03 (m, 1H), 2.61-2.50(m, 5H), 2.42 (s, 3H), 2.41-2.40 (m, 1H), 2.06-1.91 (m, 4H), 1.88 (m, 2H).LC-MS [mobile phase: from 90% water (0.1% FA) and 10% MeCN (0.1% FA) to 5% water (0.1% FA) and 95% MeCN (0.1% FA) in 2.6 mm]: Rt 1.12 mm; MS Calcd: 472.26, MS Found: 473.5 [M + H]., 219823-47-9

As the paragraph descriping shows that 219823-47-9 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DING, Xiao; REN, Feng; SANG, Yingxia; XING, Weiqiang; ZHAN, Yang; ZHAO, Baowei; (357 pag.)WO2018/137593; (2018); 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: 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;,
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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

To a saturated aqueous sodium sulfite solution (10 mL) was added 3- (bromomethyl) tetrahydrofuran (1.00 g, 6.06 mmol).The reaction mixture was warmed to reflux for 24 hours,And then concentrated under reduced pressure.To the resulting residue was added ethanol (20 mL)The resulting mixture was warmed to 50 ¡ã C,Stir for 30 minutes,Immediately filter hot.The filtrate was concentrated under reduced pressure to give the title compound as a white solid(875.3 mg, yield 76.8percent).

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Sunshine Lake Pharma Co., Ltd.; Xi, Ning; Dai, Weilong; Li, Minxiong; Chen, Wuhong; Zhang, Tao; Hu, Haiyang; Li, Xiaobo; Liu, Jun; Wang, Tingjin; (146 pag.)CN106478651; (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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

General procedure: A mixture of 1-(4-hydroxyphenyl)ethanone (1.0 g), potassium carbonate ( 2.1 g ), 1-bromo-2-methylpropane (1.1 g) was stirred in ethanol at room temperature for 2 days. The reaction mixture was filtered, the filtrate was concentrated. The residue was purified by column chromatography with petroleum ether: ethyl acetate (15:1) as eluent to afford the desired product (165mg, yield 11.7percent).

165253-29-2, 165253-29-2 3-(Bromomethyl)tetrahydrofuran 14173422, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Article; Evena?s, Johan; Edfeldt, Fredrik; Lepisto?, Matti; Svitacheva, Naila; Synnergren, Anna; Lundquist, Britta; Gra?nse, Mia; Ro?nnholm, Anna; Varga, Mikael; Wright, John; Wei, Min; Yue, Sherrie; Wang, Junfeng; Li, Chong; Li, Xuan; Chen, Gang; Liao, Yong; Lv, Gang; Tjo?rnebo, Ann; Narjes, Frank; Bioorganic and Medicinal Chemistry Letters; vol. 24; 5; (2014); p. 1315 – 1321;,
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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

To a solution of 2-formyl-4,5 -dimethyl-6-(5 -((1 -methylcyclopropyl)methoxy)-2-azabicyclo[4. 1 .Ojheptan-2-yl)nicotinonitrile (compound 5-4 of Scheme 5, 100 mg, 0.295 mmol) in DCE (3 mL) was added tetrahydrofuran-3-amine (25.7 mg, 0.295 mmol) and AcOH (1.687 tL, 0.029 mmol), the mixture was stirred at 40 ¡ãC for 0.5 h. Then sodium triacetoxyborohydride (125 mg, 0.589 mmol) was added and the mixture was stirred at 40 ¡ãC for 16 h. The reactionmixture was quenched with saturated aqeous NaHCO3 (1 0 mL) and the mixture was extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to get the residue, which was further purified by pre-TLC (DCM:MeOH = 10:1) to give the title compound., 88675-24-5

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

Reference£º
Patent; MERCK SHARP and DOHME CORP.; CLAUSEN, Dane James; FELLS, James, I.; KOZLOWSKI, Joseph, A.; LIU, Ping; MAZZOLA, Robert, D., Jr.; (94 pag.)WO2018/226545; (2018); 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.,453-20-3

To a solution of (S)-4-(2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-1-yl)-6-chloro-3- methyl-1H-pyrazolo[3,4-d]pyrimidine (435b) (150 mg, 0.39 mmol), triphenylphosphine (206 mg, 0.79 mmol), tert-butyl cis-4-hydroxycyclohexylcarbamate (127 mg, 0.59 mmol) in THF (3 mL) at 0 C was added dropwise DIAD (0.12 mL, 0.59 mmol). The reaction mixture was stirred at RT overnight, concentrated in vacuum and the residue obtained was purified by flash column chromatography [silica (12 g), eluting with EtOAc in hexane from 0-60%] to furnish tert-butyl ((tra5)-4-(4-((S)-2-(((tert-butyldimethylsilyl)oxy)methyl)pyrrolidin-l-yl)- 6-chloro-3-methyl-lH-pyrazolo[3,4-d]pyrimidin-l-yl)cyclohexyl)carbamate (435c) (150 mg, 66 % yield) as a white solid;1H MR (300 MHz, DMSO-d) delta 6.83 (d, J = 7.9 Hz, 1H), 4.54 – 4.38 (m, 2H), 3.90 – 3.63 (m, 4H), 3.32 – 3.22 (m, 1H), 2.55 (s, 3H), 2.13 – 1.75 (m, 10H), 1.39 (s, 1 1H), 0.82 (s, 9H), -0.05 (s, 6H); MS (ES+): 579.3 (M+l).

As the paragraph descriping shows that 453-20-3 is playing an increasingly important role.

Reference£º
Patent; BIOCRYST PHARMACEUTICALS, INC.; KOTIAN, Pravin, L.; BABU, Yarlagadda, S.; KUMAR, V., Satish; ZHANG, Weihe; LU, Peng-Cheng; RAMAN, Krishnan; (747 pag.)WO2018/232094; (2018); 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.204512-95-8,(S)-Tetrahydrofuran-3-amine hydrochloride,as a common compound, the synthetic route is as follows.

Example 241: (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2-yl)-7V- (tetrahydrofuran-3-yl)piperidine-4-carboxamideA tautomeric mixture of ethyl l-(6-chloro-5-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4- carboxylate and ethyl l-(5-chloro-6-methyl-lH-benzo[d]imidazol-2-yl)piperidine-4-carboxylate (80.5 mg, 0.25 mmol) dimethylsulfoxide (0.5 mL), caesium carbonate (114 mg, 0.35 mmol), 1- iodo-4-methylbenzene (109 mg, 0.50 mmol), 8-hydroxyquinoline (7.3 mg, 0.05 mmol), polyethylene glycol 400 (60.4 mg, 0.515 mmol) and copper(I) oxide (3.6 mg, 0.025 mmol) was heated at 15O0C for 4 hours. The temperature was lowered to 9O0C and water (0.004 mL) was added to the reaction mixture, which was stirred for one hour. Aqueous sodium hydroxide (0.5 mL, 1 N) and ethanol (1 mL) was added and the reaction mixture stirred over night. Aqueous hydrochloric acid (0.25 mL, 2 N) was added and the reaction mixture concentrated in vacuo. The residue was mixed with N,N-dimethylformamide (5 mL), JV,jV-diisopropylethylamine (Hunig’s base, DIEA, 97 mg, 0.75 mmol), 2-(7-aza-lH-benzotriazole-l-yl)-l,l,3,3-tetramethyluronium hexafluoro-phosphate (EtaATU, 114 mg, 0.3 mmol) and (S)-tetrahydrofuran-3 -aminehydrochloride (31 mg, 0.25 mmol). The reaction mixture was stirred at room temperature for 90 minutes, concentrated in vacuo and purified on column (silica gel, dichloromethane/methanol 96:4) to give 4.6 mg (4 % yield) of (S)-l-(5-chloro-6-methyl-l-p-tolyl-lH-benzo[d]imidazol-2- yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide. LC-MS (m/z) 452.9 (M+l). Also eluting from the column was the other regioisomer (S)-l-(6-chloro-5-methyl-l-p-tolyl-lH- benzo[d]imidazol-2-yl)-N-(tetrahydrofuran-3-yl)piperidine-4-carboxamide.

204512-95-8, 204512-95-8 (S)-Tetrahydrofuran-3-amine hydrochloride 18664284, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; STENBERG, Patric; WESTMAN, Jacob; WALLBERG, Hans; WO2011/23812; (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

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