Category: 165253-29-2

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Intermediate 16: 2-Butoxy-8-methoxy-9-(tetrahvdrofuran-3-ylmethyl)-9H-purin-6- amine2-Butoxy-8-methoxy-9H-purin-6-amine trifluoroacetate salt (0.2Og) was dissolved in anhydrous N,N-dimethylformamide (5 ml.) was treated with anhydrous potassium carbonate (0.315 g), heated to 600C for 1 hour and then cooled to room temperature. To the above was added 3-(bromomethyl)tetrahydrofuran (0.103 g) and the reaction mixture heated at 500C, overnight. The reaction mixture was quenched with water (25 ml.) and extracted into ethyl acetate (3 times, 100 ml. combined total volume). The combined organic phase was separated and passed through a hydrophobic frit to dry. The organic phase was stripped to give a gum which was purified by Ci8 reverse phase chromatography using water (containing 0.1percent formic acid)-acetonitrile (containing 0.05percent formic acid) as eluant (20-60percent) to afford the title compound as a white solid (97mg). MS calcd for (Ci5H23N5Os)+ = 321 MS found (electrospray): (M+H)+ = 3221 H NMR (CDCI3): 5.39 (2H, s), 4.24 (2H, t), 4.08 (3H, s), 3.96-3.85 (3H, overlapping m), 3.71 (2H, m), 3.60 (1 H, m), 2.81 (1 H, m), 1.93 (1 H, m), 1.76-1.63 (3H, overlapping m), 1.46 (2H, m), 0.93 (3H, t)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/101867; (2008); 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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

PREPARATION 10 Sodium Tetrahydrofuran-3-ylmethanesulfonate Sodium sulfite heptahydrate (6.10 g) was added to a solution of 3-(bromomethyl)tetrahydrofuran (2.0 g) [see Preparation 9] in 1,4-dioxane (9 ml) and water (9 ml). The reaction mixture was then heated under reflux and stirred for 18 hours, cooled and the solvent removed under reduced pressure. The resulting solid was dissolved in water and concentrated to a low volume. The solid formed was then collected to afford sodium tetrahydrofuran-3-ylmethanesulfonate (1.30 g) as a white solid. 1H-NMR (D2O) delta: 3.95 (1H, m), 3.80-3.60 (2H, m), 3.45 (1H, m), 3.00 (2H, m), 2.60 (1H, m), 2.20 (1H, m), 1.65 (1H, m)., 165253-29-2

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Pfizer Inc.; US6610707; (2003); B1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem

165253-29-2, 3-(Bromomethyl)tetrahydrofuran is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

165253-29-2, Example 106 Preparation of 3-(3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-7-(3,5-dimethyl-l- ((tetrahydrofuran-3-yl)methyl)-lH-pyrazol-4-yl)-2-methyl-lH-indol-l-yl)propanoic acid Title compound was prepared (5.0 mg, 0.008 mmol) according to procedures described in Example 105 by using 3-(3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-7-(3,5-dimethyl-lH- pyrazol-4-yl)-2-methyl-lH-indol-l-yl)propanoic acid (25 mg, 0.05 mmol), cesium carbonate (82.4 mg, 0.25 mmol) and 3-(bromomethyl)tetrahydrofuran (16 mu,, 0.15 mmol). MS (ES) 578.2 (M+H), tR: 1.480 min.

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; VANDERBILT UNIVERSITY; LEE, Taekyu; KIM, Kwangho; CHRISTOV, Plamen P.; BELMAR, Johannes; BURKE, Jason P.; OLEJNICZAK, Edward T.; FESIK, Stephen W.; WO2015/31608; (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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Lambda/-(1 -Methylcyclopropyl)-3-((3-methylisoxazol-5-yl)methyl)-2,4-dioxo-1 ,2,3,4- tetrahydroquinazoline-6-sulfonamide (100 mg, 0.260 mmol), cesium carbonate (100 mg, 0.3100 mmol), sodium iodide (8 mg, 0.05 mmol) and 1 -bromo-2,2-dimethylpropane (426 mg, 2.8 mmol) in DMF (2 mL) was heated by microwave irradiation to 130 ¡ãC for 1 .5 h. The reaction mixture was diluted with water (10 mL) and extracted with EtOAc (2 x 20 mL). The organic phase was combined, washed with brine (10 mL), passed through a hydrophobic frit and evaporated to dryness. The crude product mixture was purified by prep HPLC (high pH) to give the desired product (14 mg, 0.03 mmol, 12percent) as an off-white powder.This compound was prepared according to Example 465 using Lambda/-[1 – (fluoromethyl)cyclopropyl]-3-[(3-methylisoxazol-5-yl)methyl]-2,4-dioxo-1 1H-quinazoline-6- sulfonamide (100 mg, 0.245 mmol) and 3-(bromomethyl)tetrahydrofuran (60 muIota_, 0.538 mmol). The reaction mixture was heated by microwave irradiation to 120 ¡ãC for 2 h. This afforded the desired product (21 mg, 0.042 mmol, 25percent) as a beige powder, 165253-29-2

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; MCGONAGLE, Alison E.; JORDAN, Allan; WASZKOWYCZ, Bohdan; HUTTON, Colin; WADDELL, Ian; HITCHIN, James R.; SMITH, Kate Mary; HAMILTON, Niall M.; (497 pag.)WO2016/92326; (2016); 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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.,165253-29-2

Example 426] (1695) (1696) To the solution of 56 mg of tert-butyl 2-((1H-indol-4-yl)amino)-5-cyclopropylnicotinate in 2 mL of N,N-dimethylformamide, 22 mg of potassium tert-butoxide and 33 mg of 3-(bromomethyl)tetrahydrofuran were added, and the resultant was stirred for one hour and then allowed to stand overnight. Water and ethyl acetate were added to the reaction mixture. The organic layer was separated and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (gradient elution with hexane:ethyl acetate = 100:0-67:33) to give tert-butyl 5-cyclopropyl-2-((1-((tetrahydrofuran-3-yl)methyl)-1H-indol-4-yl)amino)nicotinate as a yellow oil. MS (ESI, m/z): 434 (M+H)+.

The synthetic route of 165253-29-2 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Toyama Chemical Co., Ltd.; FUJIFILM Corporation; TANAKA, Tadashi; KONISHI, Yoshitake; KUBO, Daisuke; FUJINO, Masataka; DOI, Issei; NAKAGAWA, Daisuke; MURAKAMI, Tatsuya; YAMAKAWA, Takayuki; EP2915804; (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.165253-29-2,3-(Bromomethyl)tetrahydrofuran,as a common compound, the synthetic route is as follows.

Potassium carbonate (60.1 mg) was added to a mixture of 2-(4-chlorophenyl)-5-(4-hydroxy-3-methoxyphenyl)furo[3,2-c]pyridin-4(5H)-one (80 mg), 3-(bromomethyl)tetrahydrofuran (53.8 mg) and DMF (1.5 mL) at room temperature, and the mixture was stirred at 80¡ãC for 2 hr. To the resulting mixture was dropwise added brine, and the mixture was extracted with ethyl acetate. The resulting organic layer was dried over magnesium sulfate and concentrated in vacuo. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane), and the solid was recrystallized from ethanol to give the title compound (35.8 mg) as a white solid. 1H NMR (400 MHz, CHLOROFORM-d) delta 1.70-1.87 (1H, m), 2.02-2.21 (1H, m), 2.67-2.97 (1H, m), 3.71-3.84 (2H, m), 3.85-3.89 (3H, m), 3.90-4.05 (4H, m), 6.64 (1H, d, J = 7.5 Hz), 6.81-7.03 (3H, m), 7.16-7.33 (2H, m), 7.42 (2H, d, J = 8.4 Hz), 7.71 (2H, d, J = 8.5 Hz). MS (ESI+):[M+H]+ 452.1.

As the paragraph descriping shows that 165253-29-2 is playing an increasingly important role.

Reference£º
Patent; Takeda Pharmaceutical Company Limited; KASAI, Shizuo; IGAWA, Hideyuki; TAKAHASHI, Masashi; KINA, Asato; EP2848622; (2015); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem