Analyzing the synthesis route of 138498-97-2

138498-97-2, As the paragraph descriping shows that 138498-97-2 is playing an increasingly important role.

138498-97-2, 2-(Tetrahydrofuran-3-yl)acetic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 58N-(2,5-dichloro-3-(((S)-4-(cyclopentanecarbonyl)-3-methylpiperazin-1-yl)methyl)phenyl)-2- (tetrahydrofuran-3-yl)acetamide (E58)H(YNNYpTo a suspension of 2-(tetrahydrofuran-3-yl)acetic acid (39.4 mg) in DCM (10 mL), oxalyl chloride (0.030 mL) was added dropwise. The reaction mixture was stirred at 40C for 30 mm. Solvent wasremoved by rotavap, then re-dissolved with DCM (1 mE), added to a solution of (S)-(4-(3 -amino2,5-dichlorobenzyl)-2-methylpiperazin-1 -yl)(cyclopentyl)methanone (D158, 70 mg) in pyridine (2 mL). The reaction mixture was stirred at RT overnight. The reaction mixture was diluted with DCM (10 mL) then washed with brine (10 mE). DCM layer was separated and concentrated. The residue was purified by MADP to afford the title compound (7 mg) as white solid. 111 NMR (400 MHz, MeOD-d4): 7.71 (d, J= 1.5 Hz, 1H), 7.35 (d, J= 2.0 Hz, 1H), 4.61 (brs, 0.5H), 4.33-4.17 (m, 1H), 3.90-3.51 (m, 5.5H), 3.45-3.27 (m, 1.5H), 3.01-2.67 (m, 3.5H), 2.67-2.41 (m, 3.5H), 2.27 (brs, 1H), 2.14-1.99 (m, 1.5H), 1.84-1.43 (m, 1011), 1.35-1.13 (m, 3H). MS (ESI): C24H33C12N303requires 481; found 482 {M+H].

138498-97-2, As the paragraph descriping shows that 138498-97-2 is playing an increasingly important role.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
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Analyzing the synthesis route of 138498-97-2

138498-97-2, As the paragraph descriping shows that 138498-97-2 is playing an increasingly important role.

138498-97-2, 2-(Tetrahydrofuran-3-yl)acetic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a solution of 8 (0.2 mmol, 1 equiv) in CH2Cl2 (2 mL) were added NEt3 (0.6 mmol, 3 equiv), N,N,N?,N?-tetramethyl-O-(1H-benzotriazol-1-yl)uronium hexafluorophosphate (HBTU, 0.26 mmol, 1.3 equiv) and the appropriate carboxylic acid (1.25 equiv). The reaction was stirred overnight and then concentrated. The crude material was purified by silica gel column chromatography using a gradient of 0-100% EtOAc/hexanes.

138498-97-2, As the paragraph descriping shows that 138498-97-2 is playing an increasingly important role.

Reference£º
Article; Amato, George S.; Manke, Amruta; Vasukuttan, Vineetha; Wiethe, Robert W.; Snyder, Rodney W.; Runyon, Scott P.; Maitra, Rangan; Bioorganic and Medicinal Chemistry; vol. 26; 15; (2018); p. 4518 – 4531;,
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Simple exploration of 138498-97-2

138498-97-2, The synthetic route of 138498-97-2 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.138498-97-2,2-(Tetrahydrofuran-3-yl)acetic acid,as a common compound, the synthetic route is as follows.

To a stirred solution of ethyl 1 -(6-(3, 5-difluoro-2-((2-methyl-4-(piperidin-4- yl)benzyl)oxy)phenyl)pyridin-2-yl)piperidine-4-carboxylate (500 mg, 0.910 mmol) in DMF (7 mL) stirred at 0C, were added 2-(tetrahydrofuran-3-yl)acetic acid (142 mg, 1.092 mmol) and BOP-CI (347 mg, 1.365 mmol). The reaction mixture was stirred at 0C for 30 minutes and then DIPEA (0.477 mL, 2.73 mmol) was added dropwise. The reaction mixture was stirred at 25 C for 12 hours and then was partitioned between water (10 ml) and EtOAc (20 ml). The organic phase was separated and the aqueous phase was further extracted with EtOAc (2×30 ml). The combined organic phase was washed with water (2×20 ml), dried over anhydrous Na2SO4 and then concentrated under reduced pressure. The crude product was purified by column chromatography (using 100-200 mesh silica gel, initially eluted with EtOAc/Hexane 10/90 to 20/80 to removed non-polar impurities, then with EtOAc/Hexane 8/2). The pure fractions were collected and concentrated under reduced pressure to afford the title compound (400 mg, 49.8 % yield) as a gummy solid.LCMS (a): Rt = 3.01 mi M/z = 662.34 (M+H)

138498-97-2, The synthetic route of 138498-97-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BOUILLOT, Anne Marie Jeanne; DODIC, Nerina; (120 pag.)WO2016/42536; (2016); A1;,
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Some tips on 138498-97-2

The synthetic route of 138498-97-2 has been constantly updated, and we look forward to future research findings.

138498-97-2, 2-(Tetrahydrofuran-3-yl)acetic acid is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a mixture of A-2 (100.00 mg, 691.75 mmol), PYBOP (539.97 mg, 1.04 mmol) in DCM (10.00 mL) was added 2-tetrahydrofuran-3-ylacetic acid (90.02 mg, 691.75 mmol) and DIPEA (362.44 _, 2.08 mmol), and the mixture was stirred at 25 C for 1 hour. The mixture was concentrated to give crude A-11 (800.00 mg), which was used directly without any further purification. LCMS Rt = 0.18 min using Method B, MS ESI calcd. For C10H14CIN4O2 [M+H]+ 257.1, found 257.0.

The synthetic route of 138498-97-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
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Brief introduction of 138498-97-2

As the paragraph descriping shows that 138498-97-2 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.138498-97-2,2-(Tetrahydrofuran-3-yl)acetic acid,as a common compound, the synthetic route is as follows.

To a solution of 1-iodobutane (12.4 g, 67.9 mmol) in acetonitrile (100 mL) was added 1,8-diazabicyclo[5.4.0]undec-7-ene (9.36 g, 61.1 mmol), followed by (tetrahydro-furan-3-yl)-acetic acid (8.0 g, 61.1 mmol) at 0 C. The resulting mixture was stirred at 25 C. for 12 h and poured into water (100 mL). The mixture was extracted with ethyl acetate (2*100 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give crude butyl 2-tetrahydrofuran-3-ylacetate (11.0 g, 96%) as a yellow oil, used as is in the next step.

As the paragraph descriping shows that 138498-97-2 is playing an increasingly important role.

Reference£º
Patent; Genentech, Inc.; Patel, Snahel; Hamilton, Gregory; (73 pag.)US2018/170927; (2018); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem