Analyzing the synthesis route of 111769-27-8

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

111769-27-8, (R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of l-(5-chloro-6-methyl-l-(quinolin-2-yl)-lH-benzo[111769-27-8

As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; NOVASAID AB; WANNBERG, Johan; ALTERMAN, Mathias; MALM, Johan; WO2012/117062; (2012); A1;,
Tetrahydrofuran – Wikipedia
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Brief introduction of 88675-24-5

Big data shows that 88675-24-5 is playing an increasingly important role.

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

To N-[(7i?, 2S)- 1 – { [ 1 -(3-bromophenyl)- 1 eta-indazol-5-yl]oxy } – 1 -(6-methoxypyridin-3- yl)propan-2-yl]-2,2-difluoropropanamide (37 mg, 68mumol), 3-aminotetrahydrofuran (18 mg, 204mumol), tri-t-butylphosphoniumtetrafluoroborat (8.8 mg, 31 mumol) and trans- bis(acetato)bis[o-(di-o-tolylphosphino)-benzyl]dipalladium(II) (10.3 mg, 14mumol) in 1.5 mL THF was added molybdaenhexacarbonyl (12.5 mg, 47 mumol). The microwave vessel was closed and radiated in a microwave reactor (CEM discover) at 150 W and 125¡ãC for 10 minutes (5 minutes ramp time. Then the solvent was removed i.vac, and the product purified by preparative thin layer chromatography on silica gel (ethyl acetate 100percent) to yield 11 mg (30percent) 3-(5-{[(7i?,25)-2-[(2,2-difluoropropanoyl)amino]-l-(6- methoxypyridin-3 -yl)propyl]oxy } – 1 H-indazol- 1 -y l)-N-(tetrahydrofuran-3 -yl)benzamide . ES+MS: m/z 580 [MH+]1H-NMR (300 MHz, CDCl3); delta = 8.20 (d, IH), 8.08 (dd, IH), 8.02 (s, IH), 7.83 (m, IH), 5 7.71 (m, IH), 7.67 (d, IH), 7.60 (dd, IH), 7.58 (t, IH), 7.16 (dd, IH), 6.99 (d, IH), 6.76 (d, IH), 6.66 (br, IH), 6.43 (br, IH), 5.36 (d, IH), 4.75 (m, IH), 4.40 (dq, IH), 4.01 (m,lH), 3.92 (s, 3H), 3.91 (m, IH), 3.83 (m, 2H), 2.38 (m, IH), 1.95 (m, IH), 1.77 (t, 3H), 1.29 (d, 3H)., 88675-24-5

Big data shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; ASTRAZENECA AB; WO2009/142569; (2009); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 88675-24-5

As the paragraph descriping shows that 88675-24-5 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.88675-24-5,Tetrahydrofuran-3-amine,as a common compound, the synthetic route is as follows.

88675-24-5, Example A30 To a solution of Example A3 (2.0 g, 5.7 mmol) in NMP (10 mL) was added tetrahydro-furan-3-ylamine (1.5 g, 17.2 mmol) and DBU (1.7 g, 11.4 mmol). Nitrogen was bubbled through the mixture for 5 min and then it was heated in the microwave at 180¡ã C. for 1 h. The reaction mixture was cooled to RT, poured into water and extracted with EtOAc (3*). The combined organics were washed with brine, dried over Na2SO4, concentrated under reduced pressure and purified by silica gel chromatography to give 3-(5-amino-2-chloro-4-fluorophenyl)-1-ethyl-7-(tetrahydrofuran-3-ylamino)-1,6-naphthyridin-2(1H)-one (0.57 g, 25percent yield). 1H NMR (400 MHz, DMSO-d6): delta 8.39 (s, 1H), 7.66 (s, 1H), 7.27 (d, J=6.4 Hz, 1H), 7.18 (d, J=11.2 Hz, 1H), 6.72 (d, J=9.6 Hz, 1H), 6.33 (s, 1H), 5.31 (s, 2H), 4.46-4.42 (m, 1H), 4.08 (q, J=6.8 Hz, 2H), 3.89-3.81 (m, 2H), 3.75-3.69 (m, 1H), 3.55-3.52 (m, 1H), 2.22-2.17 (m, 1H), 1.83-1.79 (m, 1H), 1.20 (t, J=6.8 Hz, 3H).

As the paragraph descriping shows that 88675-24-5 is playing an increasingly important role.

Reference£º
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Petillo, Peter A.; US8461179; (2013); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Analyzing the synthesis route of 88675-24-5

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

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.

To (2-bromo-6,7-dihydrothiazolo[5,4-c]pyridin-5(4H)-yl)(4-methyl- 1 H-indol-2-yl)methanone (0.035 g, 0.093 mmol) was added tetrahydrofuran-3-amine (0.5 ml, 5.81 mmol). The mixture was stirred at r.t. overnight, then at 70¡ãC for 24h. The mixture was concentrated under reducedpressure, purified by silica gel chromatography, then re-purified by basic reverse phase HPLC to give the desired product (0.003 g, 8percent yield) Rt (Method A) 3.09 mins, m/z 383 [M+H].

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

Reference£º
Patent; AICURIS GMBH & CO. KG; DONALD, Alastair; URBAN, Andreas; BONSMANN, Susanne; WEGERT, Anita; GREMMEN, Christiaan; SPRINGER, Jasper; (376 pag.)WO2019/86141; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Brief introduction of 111769-27-8

111769-27-8, As the paragraph descriping shows that 111769-27-8 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.111769-27-8,(R)-Tetrahydrofuran-3-amine 4-methylbenzenesulfonate,as a common compound, the synthetic route is as follows.

(R)-(+)-3-Aminotetrahydrofuran toluene-4-sulfonate (2.0 g, 7.7 mmol) was added to a suspension of (2S)-2-(4-bromophenyl)-4-((lR)-l-phenylethyl)morpholine (2.4 g, 6.9 mmol), palladium acetate (65 mg, 0.29 mmol), 2-(di-t-butylphosphino)biphenyl (170 mg, 0.57 mmol), and sodium tert-butoxide (3.4 g, 35.4 mmol) in tert-butanol (50 ml) at room temperature. After heating at 90 C for 6 hours, the resulting suspension was passed through a Celite column. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel chromatography eluting 5-10% methanol in chloroform to afford 4-((lR)-l-phenylethyl)-(2S)-2-(4-(N-((3R)-tetrahydrofuran-3-yl)amino)phenyl)morpholine (1.3 g, 53%) as white crystals. iH-NMR(CDCl3) 8 : 1.35 (3H, d, J=6.8 Hz), 2.04-2.16 (4H, m), 2.55-2.62 (lH, m), 3.08-3.12 (1H, m), 3.33-3.38 (lH, m), 3.67-3.93 (5H, m) ,3.98-4.02 (1H ,m) ,4.46-4.58 (2H ,m) ,6.57 (2H , d, J=7.2 Hz), 6.83 (lH, d, J=9.0 Hz), 7.21-7.33 (7H, m)

111769-27-8, As the paragraph descriping shows that 111769-27-8 is playing an increasingly important role.

Reference£º
Patent; MITSUBISHI PHARMA CORPORATION; SANOFI-AVENTIS; WO2006/28290; (2006); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

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

Downstream synthetic route of 1679-47-6

Big data shows that 1679-47-6 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.1679-47-6,3-Methyldihydrofuran-2(3H)-one,as a common compound, the synthetic route is as follows.

Synthesis of (¡À)-2-methyl-4-bromobutyric acid (II) Under nitrogen protection, (¡À)-alpha-methyl-gamma-butyrolactone (I) (7.33 g, 73.3 mmol) was transferred to a reaction flask in ice water. Under a bath condition, slowly add 33% HBr acetic acid solution (51.3 mL, 147 mmol, 2.0 eq.) to the reaction flask. After stirring for 6 hours at room temperature, TLC monitoring showed that the conversion of the starting material I was completed, stirring was stopped, and the reaction solution was placed in a fume hood. After pouring into 250 mL of CH2Cl2 cooled in an ice water bath, a large amount of white smoke emerged and the resulting solution was successively treated with water (50 mL x 2). After washing with saturated NaHSO 3 solution (100 mL¡Á2) and saturated brine (50 mL), the solid was dried over anhydrous Na 2 SO 4 Dry, filter, and concentrate the filtrate under reduced pressure to give 12.5 g of pale yellow oil II (yield 94.2%). The product was not purified. Can be used for the next reaction., 1679-47-6

Big data shows that 1679-47-6 is playing an increasingly important role.

Reference£º
Patent; Zhejiang Pharmaceutical Co., Ltd. Xinchang Pharmaceutical Factory; Ji Li; Lao Xuejun; Jin Xin; Shen Dadong; Wu Guofeng; (11 pag.)CN107488176; (2017); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Simple exploration of 696-59-3

As the paragraph descriping shows that 696-59-3 is playing an increasingly important role.

696-59-3,696-59-3, 2,5-Dimethoxytetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The raw material 4-nitroaniline (3.45g, 0.025mol),2,5-dimethoxytetrahydrofuran (3.96g, 0.30mol) and FeCl3 (0.1g, 0.38mmol) were added to water (50mL), and reacted at 100 C for 4hThe reaction solution was cooled to room temperature and suction filtered to obtain 3.92 g of a solid with a yield of 83.5%.

As the paragraph descriping shows that 696-59-3 is playing an increasingly important role.

Reference£º
Patent; Liaoning University; Chen Ye; Liu Ju; Ding Shi; Li Jun; Liu Yutong; Shi Jiantao; Li Jie; Zhou Ziyun; Zhang Jiaojiao; Gong Yilin; (42 pag.)CN110372705; (2019); A;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Some tips on 453-20-3

453-20-3, As the paragraph descriping shows that 453-20-3 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.453-20-3,3-Hydroxytetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 1. 4-tert-Butyl-1-(3-tetrahydrofuranyloxy)-2-nitrobenzene To a solution of 4-tert-butyl-2-nitrophenol (1.05 g, 5.4 mmol) in anh THF (25 mL) was added 3-hydroxytetrahydrofuran (0.47 g, 5.4 mmol) and triphenylphosphine (1.55 g, 5.9 mmol) followed by diethyl azodicarboxylate (0.93 ml, 5.9 mmol) and the mixture was allowed to stir at room temp. for 4 h. The resulting mixture was diluted with Et2O (50 mL) and washed with a saturated NH4Cl solution (50 mL) and a saturated NaCl solution (50 mL), dried (MgSO4), and concentrated under reduced pressure. The residue was purified by flash chromatography (30% EtOAc/70% hexane) to yield the desired ether as a yellow solid (1.3 g, 91%): 1H-NMR (CHCl3) delta 1.30 (s, 9H), 2.18-2.24 (m, 2H), 3.91-4.09 (m, 4H), 5.00-5.02 (m, 1H), 6.93 (d, J=8.8 Hz, 1H), 7.52 (dd, J=2.6, 8.8 Hz, 1H), 7.81 (d, J=2.6 Hz, 1H).

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

Reference£º
Patent; Dumas, Jacques; Miller, Scott; Osterhout, Martin; Khire, Uday; Lowinger, Timothy B.; Riedl, Bernd; Scott, William J.; Smith, Roger A.; Wood, Jill E.; Gunn, David; Rodriguez, Martha; Wang, Ming; Turner, Tiffany; Brennan, Catherine; US2008/269265; (2008); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

Downstream synthetic route of 124391-75-9

124391-75-9, 124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, 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.124391-75-9,(S)-(Tetrahydrofuran-3-yl)methanol,as a common compound, the synthetic route is as follows.

A mixture comprising 10.0 g of (tetrahydro-3-furanyl) methanol, 29.5 g of trifluoromethanesulfonic anhydride, 10.0 g of pyridine and 200 ml of dichloromethane was stirred for an hour at room temperature. Water was poured into the reaction solution to separate the organic layer, which was washed with 1 N hydrochloric acid, water and a saturated saline solution, dried, and concentrated to obtain 20 g [OF 3-TETRAHYDRO-FURANYLMETHYL TRIFLATE.] 3.25 g of 60% sodium hydride were added to 12.5 g of [1,] [5-DIMETHYL-2-NITROIMINOHEXAHYDRO-1,] 3,5-triazine and 60 ml of DMF at room temperature, followed by stirring for an hour. 20.0 g of the 3- [TETRAHYDROFURANYLMETHYL] [TRIFLATE] were added thereto, and the mixture was stirred at [50] C for 2 hours. After cooling the mixture to room temperature, 50 ml [OF 2N] hydrochloric acid were added thereto, followed by stirring at [50 C] for 2 hours. The resultant mixture was neutralized with sodium bicarbonate and extracted with dichloromethane, and the extract was dried and concentrated. The residue thus obtained was purified by silica gel column chromatography (eluent: ethyl [ACETATE/HEXANE=L/L)] to obtain 7.8 g of [1-{(TETRAHYDRO-3-FURANYL) METHYL}-2-NIERO-] 3-methylguanidine (dinotefuran).

124391-75-9, 124391-75-9 (S)-(Tetrahydrofuran-3-yl)methanol 40784875, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; THE HARTZ MOUNTAIN CORPORATION; WO2004/23873; (2004); A2;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem