Category: 19311-37-6

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.19311-37-6, Name is 3-Bromotetrahydrofuran, molecular formula is C4H7BrO, 19311-37-6. In a Article, authors is Stolze, Rainer£¬once mentioned of 19311-37-6

STRUCTURE AND FORMATION OF C4H7O(1+) IONS RESULTING FROM ELECTRON IMPACT INDUCED DECOMPOSITION OF CYCLIC PRECURSORS

Possible structures and modes of formation of C4H7O(1+) ions formed by electron impact induced decomposition of tetrahydrofuran and tetrahydropyran derivates are discussed in view of labelling results and MIKE, CA, and T data.Limitations of these techniques are pointed out.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.19311-37-6. In my other articles, you can also check out more blogs about 19311-37-6

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

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Methyl 6hydroxypyrazoio[1,5-aipyridine-3-carboxy1ate (0.200 g, 1.04 mrnol) was suspended in MeCN (10 rnL), then 3-bromotetrah drofuran (0.131 mL, 1.35 mniol), K2COS (0575 g, 416 mmol) and 1-120 (0.667 rnL) were added. The reaction mixture was stirred under microwave irradiation at 120 C for 30 mm, The reaction mixture wasconcentrated under reduced pressure, the residue dissolved in MeOH (4 rnL)/THF (4 mL), and IM LiOH (4.16 mL, 4.16 mniol) was added. The reaction mixture was stirred under microwave irradiation at 150 C for 15 mm. The reaction mixture was acidified with TFA. filtered, and purified by reverse phase HPLC to afford 6-((tetrahydrofuran-3- y1)oxv)pyrazoIoI.5ajpyridine-3-carboxviic acid (0.155g. 60 %yieid) as an off-whitesolid. MS (ESI) m/-: 249.0 (M-FH)t ?FT NMR (500MHz. DMSO-d6) oe ppm 12.36 (hr s.1H), 8.58 (d. J=i.7 Hz, 1H), 8.30 (s, 1H), 7.96 (d. J=9.6 Hz, IH), 7.34 (dd, J=9.6, 2.2 Hz, IH), 5.12 (ddt, J=6.1, 4.0, 1.7 Hz, IH), 3.93-3.83 (rn. 3H), 377 (td, J=S4, 4.4Hz, 1H), 232 2.20 (n, 1H), 2.09 – 1.98 (m, 11-1).

19311-37-6, The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; SMITH II, Leon M.; LADZIATA, Vladimir; DELUCCA, Indawati; PINTO, Donald, J., P.; ORWAT, Michael J.; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; YANG, Wu; SHAW, Scott A.; GLUNZ, Peter W.; PANDA, Manoranjan; (612 pag.)WO2017/123860; (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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

Example 57: 5-methyl-2-{3-i4-(methylsulfonyl)phenoxy1-5-(tetrahvdrofuran- 3-yloxy)phenyl}pyrimidin-4(3H)-oneA mixture of 5-(4-(4-methoxybenzyloxy)-5-methylpyrimidin-2-yl)benzene-1 ,3- diol (125 mg, 0.369 mmol), 3-bromotetrahydrofuran (55 mg, 0.369 mmol) and potassium carbonate (102 mg, 0.738 mmol) in N,N-dimethylformamide (1 ml_) was stirred at 80C overnight. The reaction mixture was cooled to room temperature. 4-Fluorophenylmethylsulfone (65 mg, 0.369 mmol) and additional potassium carbonate (102 mg, 0.738 mmol) were then added to the reaction. The reaction mixture was stirred at 80C for 2 days. The cooled reaction mixture was treated with trifluoroacetic acid (0.75 ml_) for 3 hours, then diluted with EtOAc and washed with saturated aqueous sodium bicarbonate solution, dried over sodium sulfate and purified by HPLC to afford the title compound (11.3 mg, 19%). MS (M+1): 443.1. Column:Waters Atlantis C184.6mm x 50 mm, 5 muetaeta; Modifier: TFA 0.05%; Gradient: 95% H20 / 5% MeCN linear to 5% H20 / 95% MeCN over 4.0 minutes HOLD at 5% H20 / 95% MeCN to 5.0 minutes. Flow: 2.0 mL / min.; RT: 2.43 min., 19311-37-6

As the paragraph descriping shows that 19311-37-6 is playing an increasingly important role.

Reference£º
Patent; PFIZER INC.; ASPNES, Gary Erik; DIDIUK, Mary Theresa; GUZMAN-PEREZ, Angel; MAGUIRE, Robert John; WO2011/158149; (2011); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36 Synthetic Scheme 36: (+/-)-4-(3-(2-chloro-4-(tetrahydrofuran-3-yl)phenyl)-1,4-oxazepan-4-yl)-6-methylpyrimidin-2-amine (279) I-238 A pyrex tube was charged with 3-bromotetrahydrofuran (0.027 g, 0.179 mmol) dichloronickel; 1,2-dimethoxyethane (0.003 g, 0.014 mmol), 1,10-phenanthroline (0.005 g, 0.028 mmol), BF4 (Sodium salt) (0.007 g, 0.064 mmol), manganese (0.013 g, 0.237 mmol). The reaction mixture was bubbled with nitrogen for 5 minutes. To the mixture was added MeOH (4 mL), 4-ethylpyridine (0.007 g, 0.061 mmol) and followed with 4-[3-(4-bromo-2-chloro-phenyl)-1,4-oxazepan-4-yl]-6-methyl-pyrimidin-2-amine, 31, (0.050 g, 0.121 mmol). The mixture was stirred at 55 C. overnight. The reaction mixture was diluted with EtOAc, filtered though a layer of celite and concentrated in vacuo. The resulting residue was purified by silica gel chromatography using a 4 g ISCO silica gel cartridge eluting with 0-10% MeOH. The product recovered was repurified by reverse phase chromatography. To afford 6.7 mg of desired product: 1H NMR (400 MHz, CDCl3) delta 7.30 (d, J=1.7 Hz, 1H), 7.24 (d, J=3.2 Hz, 1H), 7.18 (d, J=8.0 Hz, 1H), 7.11 (d, J=8.1 Hz, 1H), 5.58 (s, 1H), 4.90 (s, 2H), 4.51-4.26 (m, 1H), 4.18-4.05 (m, 2H), 3.92 (q, J=7.8 Hz, 1H), 3.73 (ddd, J=8.7, 7.0, 1.8 Hz, 1H), 3.69-3.49 (m, 3H), 3.37 (p, J=7.6 Hz, 1H), 2.45-2.27 (m, 1H), 2.17 (s, 3H), 2.08-1.95 (m, 2H); ESI-MS m/z calc. 388.2, found 389.0 (M+1)+. Retention time: 3.06 minutes.

19311-37-6, 19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Merck Patent GmbH; Vertex Pharmaceuticals Incorporated; Yu, Henry; Clark, Michael; Bemis, Guy; Boyd, Michael; Chandupatla, Kishan; Collier, Philip; Deng, Hongbo; Dong, Huijun; Dorsch, Warren; Hoover, Russell R.; Johnson, JR., Mac Arthur; Kukarni, Shashank; Penney, Marina; Ronkin, Steven; Takemoto, Darin; Tang, Qing; Waal, Nathan D.; Wang, Tiansheng; (254 pag.)US2019/322658; (2019); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a saturated aqueous solution of Na2SO3 (20.0 mL) was added 3-bromotetrahydrofuran (2.00 g, 14.83 mmol).The reaction mixture was warmed to reflux,The reaction was stirred for 24 hours,And then concentrated under reduced pressure.To the resulting residue was added ethanol (30 mL)Heating up to 50 ,Stir for 30 minutes,Instantly hot filter.The filtrate was concentrated under reduced pressure,The resulting residue was dried in vacuo to give the title compound as a white solid (1.81 g, 72.6% yield).

19311-37-6, 19311-37-6 3-Bromotetrahydrofuran 12929516, 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

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 3-[4-(4-methylpiperazin-1-yl)phenyl]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1,5-dihydro-6H-pyrazolo[4,3-c]pyridin-6-one (15.0 mg, 0.034 mmol, Example 1, Step 3), iodocyclohexane (7.2 mg, 0.034 mmol) and cesium carbonate (33.4 mg, 0.102 mmol) in N,N-dimethylformamide (2.0 mL) was stirred at 80 C. for 18 h. After cooling to room temperature, the mixture was concentrated in vacuo. The crude mixture was then dissolved in DCM (2.0 mL) and TFA (2.0 mL) was added dropwise at room temperature. After stirring for 2 h, the mixture was concentrated in vacuo. The crude mixture was dissolved in MeOH (3.5 mL) and 10% aqueous NH4OH (1.5 mL) was added. The mixture was purified with prep-LCMS (XBridge C18 column, eluting with a gradient of acetonitrile/water containing 0.1% TFA, at flow rate of 60 mL/min) to give the desired product. LCMS calculated for C23H30N5O (M+H)+: m/z=392.2; Found: 392.3. This compound was prepared according to the procedures described in Example 9, using 3-bromotetrahydrofuran instead of iodocyclohexane as starting material. LCMS calculated for C21H26N5O2 (M+H)+: m/z=380.2; Found: 380.3., 19311-37-6

19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; Incyte Corporation; Ye, Qinda; Liu, Kai; Pan, Jun; Sokolsky, Alexander; Vechorkin, Oleg; Yao, Wenqing; (40 pag.)US2018/72719; (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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

To the saturated Na2S03 aqueous solution (20.0 mL) was added 3-bromotetrahydrofuran (2.00 g, 14.83 mmol). The mixture was heated to reflux and stirred for 24hand then concentrated in vacuo. The residue was stirred with EtOH (30 mL) at 50 oc for 30min, then filtered immediately. The filtrate was concentrated in vacuo and the residue was driedin vacuo to give the title compound as a white solid (1.81 g, yield 72.6%).MS (ESI, neg. ion) m/z: 151.1 [M-Nar;1H NMR (400 MHz, DMSO-d6) 8 (ppm): 3.80 (t, J = 8.6 Hz, 1H), 3.71-3.64 (m, 2H), 3.63-3.57(m, 1H), 3.20-3.11 (m, 1H), 2.02-1.87 (m, 2H).

19311-37-6, The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; CALITOR SCIENCES, LLC; DAI, Weilong; XI, Ning; LI, Minxiong; ZHANG, Tao; LI, Xiaobo; HU, Haiyang; CHEN, Wuhong; WANG, Tingjin; LIU, Jun; (188 pag.)WO2017/48675; (2017); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

19311-37-6, 3-Bromotetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Cesium carbonate (0.9 g, 2.8 mmol) was added to a solution of N-(4-((7-hydroxy-6-methoxyquinazolin-4-yl)oxy)phenyl)-2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)acetamide (0.4 g,0.9 mmol) and 3-bromotetrahydrofuran (0.7 g, 4.6 mmol) in DMF (3 mL) under nitrogen. The5 resulting mixture was stirred at 100C for 3 hours. The crude product was purified bypreparative HPLC. Fractions containing the desired product were combined and concentratedunder vacuum to afford racemic title compound as a white solid (180 mg, 39%). This waspurified by preparative SFC-HPLC. The first eluting fractions containing the desiredcompound were evaporated to dryness to afford one enantiomer of 2-(4-isopropyl-1H-1,2,3-10 triazol-1-yl)-N-( 4-( (6-methoxy-7 -((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide as a white solid (69 mg, 38%, 100% e.e.). 1H NMR (400 MHz,DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40 (lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.31 (3H, d), 7.26-7.34 (2H, m), 7.37 (lH, s), 7.58 (lH, s), 7.64-7.76 (2H, m),7.90 (lH, d), 8.55 (lH, s), 10.60 (lH, s); m/z: ES+ [M+H]+ 505. This was followed by the15 other enantiomer of 2-( 4-isopropyl-1H-1 ,2,3-triazol-1-yl)-N-( 4-(( 6-methoxy-7-((tetrahydrofuran-3-yl)oxy)quinazolin-4-yl)oxy)phenyl)acetamide (67 mg, 37%, 100% e.e.) asa white solid. 1H NMR (400 MHz, DMSO-d6) 8 1.26 (6H, d), 2.06-2.08 (lH, m), 2.38-2.40(lH, m), 3.01-3.03 (lH, m), 3.74-4.03 (7H, m), 5.28- 5.36 (3H, m), 7.25-7.34 (2H, m), 7.37(lH, s), 7.57 (lH, s), 7.64 – 7.73 (2H, m), 7.90 (lH, d), 8.55 (lH, s), 10.57 – 10.63 (lH, m);20 m/z: ES+ [M+H]+ 505., 19311-37-6

The synthetic route of 19311-37-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; ASTRAZENECA AB; GRECU, Tudor; KETTLE, Jason, Grant; PACKER, Martin, John; PEARSON, Stuart, Eric; SMITH, James, Michael; (58 pag.)WO2018/197643; (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.19311-37-6,3-Bromotetrahydrofuran,as a common compound, the synthetic route is as follows.

Step 1: Methyl 3- (cyclopropylmethoxy) -4- ( (tetrahydrofuran-3-yl) oxy) benzoate[1808]To N, N-dimethylformamide (40 mL) were added methyl 3- (cyclopropylmethoxy) -4-hydroxybenzoate (2.0 g, 9.00 mmol) , potassium carbonate (3.73 g, 27.00 mmol) and 3-bromotetrahydrofuran (2.72 g, 18.00 mmol) . The mixture was stirred at 60 for 4.5 hours. To the mixture was added water (40 mL) and the resulting mixture was extracted with ethyl acetate (50 mL ¡Á 3) . The combined organic layers were dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) 5/1) to give the title compound as a white solid (2.87 g, 100) .[1809]1H NMR (400 MHz, CDCl3) delta ppm 7.63 (dd, J1 8.4 Hz, J2 2.0 Hz, 1H) , 7.56 (d, J 1.9 Hz, 1H) , 6.85 (d, J 8.4 Hz, 1H) , 5.05 -5.02 (m, 1H) , 4.06 -4.00 (m, 3H) , 3.95 -3.91 (m, 1H) , 3.89 (s, 3H) , 3.88 (d, J 6.7 Hz, 2H) , 2.23 -2.19 (m, 2H) , 1.34 -1.28 (m, 1H) , 0.66 -0.61 (m, 2H) , 0.38 -0.34 (m, 2H) and MS-ESI: 293.3 [M+H]+., 19311-37-6

19311-37-6 3-Bromotetrahydrofuran 12929516, aTetrahydrofurans compound, is more and more widely used in various fields.

Reference£º
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Bing; YU, Tianzhu; ZHANG, Yingjun; ZHANG, Xiangyu; ZHANG, Shiguo; CHENG, Changchung; ZHANG, Jiancun; WO2015/161830; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem