Synthetic Route of 58481-17-7 , The common heterocyclic compound, 58481-17-7, name is Methyl 2-(hydroxymethyl)isonicotinate, molecular formula is C8H9NO3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
Methyl 2-(hydroxymethyl)isonicotinate (5 g, 29.91 mmol) (from reference compound 1 , step 1 ) and triphenylphosphine (9.41 g, 35.89 mmol) were dissolved in DCM (100 mL) and cooled with an ice-bath. Perbromomethane (1 1 .90 g, 35.89 mmol) was added in small portions and the reaction mixture was stirred at 0C for 2 h and then at room temperature for 3 h. The solvent was concentrated in vacuo. The residue was purified by automated flash chromatography on 2 Biotage KP- SIL 100g columns. A gradient from 20 – 50 % of EtOAc in heptane over 10 CV was used as mobile phase. Methyl 2-(bromomethyl)isonicotinate (5.84 g, 85 %) was isolated as a dark blue oil. 1H NMR (600 MHz, CDCI3) delta 3.96 (s, 3H), 4.59 (s, 2H), 7.76 (dd, 1 H), 7.98 (s, 1 H), 8.72 (d, 1 H).
The synthetic route of 58481-17-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ASTRAZENECA AB; CHENG, Leifeng; SCHELL, Peter; WO2012/47156; (2012); A1;,
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