Extracurricular laboratory: Synthetic route of 582303-10-4

Statistics shows that 582303-10-4 is playing an increasingly important role. we look forward to future research findings about (2,6-Dimethylpyridin-3-yl)methanol.

Related Products of 582303-10-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.582303-10-4, name is (2,6-Dimethylpyridin-3-yl)methanol, molecular formula is C8H11NO, molecular weight is 137.179, as common compound, the synthetic route is as follows.

A mixture of lambda/-[(2S)-5-hydroxy-2,3-dihydro-1 H-inden-2-yl]-2-propanesulfonamide (149 mg, 0.583 mmol, Description 3) and (2,6-dimethyl-3-pyridinyl)methanol (80 mg, 0.583 mmol) in dichloromethane (10 ml) was stirred under argon at room temperature. Triphenylphosphine (153 mg, 0.583 mmol) and DIAD (0.113 ml, 0.583 mmol) were then successively added. The resulting mixture was stirred at room temperature under argon for 16 hours. Then the reaction mixture was washed with water, dried over sodium sulphate, filtered and evaporated. The desired product was isolated by MDAP, concentrated to a small volume, and partitioned between dichloromethane and aqueous sodium hydrogen carbonate solution. The organic phase was dried over sodium sulphate, filtered and evaporated in vacuo to afford the desired compound as a free base. This was treated with ethereal hydrochloride / methanol to give the title compound as a white solid (92 mg).LC/MS (ES): Found 375 (ES+), retention time 1.67mins. C20H26N2O3S requires 374. 1 H-NMR (400MHz, DMSOd6): delta 8.34 (1 H, bs), 7.69 (1 H, bs), 7.46 (1 H, d, J=8.0Hz), 7.14 (1 H, d, J=8.0Hz), 6.94 (1 H, s), 6.84 (1 H, m), 5.19 (2H, s), 4.06 (1 H, m), 3.24-3.06 (3H, m), 2.87-2.74 (2H, m), 2.69 (3H, s), 2.60 (3H, s), 1.25 (6H, d, J=6.8Hz).

Statistics shows that 582303-10-4 is playing an increasingly important role. we look forward to future research findings about (2,6-Dimethylpyridin-3-yl)methanol.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/80637; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem