Tag: 165253-31-6

165253-31-6, (Tetrahydrofuran-3-yl)methanamine is a Tetrahydrofurans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 90 6-methyl-N-(tetrahydro-3-furanylmethyl)nicotinamide A suspension of 6-methylnicotinic acid (6 mmol) in dry dichloromethane (9 mL) was treated with thionyl chloride (12.4 mmol) at 0 C., stirred for one hour, and concentrated in vacuo. The concentrate was added dropwise to a cold solution of (2RS)-tetrahydro-2-furanylmethylamine (6 mmol) and triethylamine (4.5 mL) in dichloromethane (20 mL). The mixture was stirred for 4 hours and then concentrated in vacuo. The residue was dissolved in dichloromethane, washed sequentially with saturated sodium bicarbonate, water, and brine, dried (MgSO4), filtered, and concentrated in vacuo. The crude product was purified by HPLC on a C-18 column using a solvent system increasing in gradient from 5% to 100% acetonitrile/water containing 0.01% TFA over 50 minutes to provide the desired product as the trifluoroacetate salt. MS m/e 221.1 (M+H)+; 1H NMR (DMSO-d6) delta 1.56-1.65 (m, 1H), 1.91-2.00 (m, 1H), 2.44-2.53 (m, 1H), 2.60 (s, 3H), 3.21-3.33 (m, 2H), 3.48 (q, 1H), 3.59-3.65 (m, 1H), 3.69 (q, 1H), 3.72-3.78 (m, 1H), 7.57 (d, 1H), 8.31 (dd, 1H), 8.79 (t, 1H), 8.96 (d, 11H).

165253-31-6, As the paragraph descriping shows that 165253-31-6 is playing an increasingly important role.

Reference£º
Patent; Haviv, Fortuna; Bradley, Michael F.; Dinges, Jurgen; Sauer, Daryl R.; Henkin, Jack; US2004/67985; (2004); 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.165253-31-6,(Tetrahydrofuran-3-yl)methanamine,as a common compound, the synthetic route is as follows.

A 0.5-2 mL microwave vial containing a stir bar was placed under argon by attaching a rubber septum and performing 4 vacuum/argon cycles. The intermediate from Example 9 Step C (100 mg, 0.146 mmol), sodium tert-butoxide (20.99 mg, 0.218 mmol), 2-(di- tert-butylphosphino)biphenyl (8.7 mg, 0.029 mmol), Pd2(dba)3 (13.33 mg, 0.015 mmol) were added, and the vial was sealed. While adding the solids to the vial, 30 mL of toluene was deoxygenated by bubbling argon through for 30 minutes; 1.0 mL of this was added to the sealed reaction vial. 3-(Aminomethyl)tetrahydrofuran (0.024 ml, 0.204 mmol) was added via microsyringe, and men argon was flushed gently through the vial for 5 min. The reaction was heated to 90C for 15 hours and then cooled to room temperature. A solution of tetrabutylammonium fluoride (1 M in tetrahydrofuran, 0.710 ml, 0.710 mmol) was added, and the vial was heated in a microwave oven for 10 min at 1500C. After cooling to room, temperature, the reaction mixture was partitioned between a 1 :1 mixture of EtOAc: ether (20 mL) and water (10 mL). The layers were separated, and the organic layer was washed sequentially with water (10 mL), saturated NaHCtheta3 (10 mL), and brine (10 mL), dried over Na2SO4, filtered, and concentrated. The resulting solid was purified by reverse phase HPLC. After lypophilization, the title compound was obtained. 1H NMR (600 MHz, DMSO) delta: 11.44 (s, 1 H), 9.57 (s, 1 H), 8.22 (m, 1 H), 7.68 (m, 1 H), 7.49 (t, 1 H, J= 6.3 Hz), 7.38 (t, 2 H, J= 8.2 Hz), 7.16 (d, 2 H, J= 5.6 Hz), 3.78 (m, 2 H), 3.64 (q, 1 H, J= 7.6 Hz), 3.51 (dd, 1 H, J= 8.5, 5.6 Hz), 3.17 (m, 2 H), 2.60 (m, 1 H), 2.04 (m, 1 H), 1.66 (m, 1 H): [M+l]+ 447.

165253-31-6 (Tetrahydrofuran-3-yl)methanamine 10898660, aTetrahydrofurans compound, is more and more widely used in various.

Reference£º
Patent; MERCK & CO., INC.; WO2007/145957; (2007); A1;,
Tetrahydrofuran – Wikipedia
Tetrahydrofuran | (CH2)3CH2O – PubChem