3-Amino-5-chlorothieno[3,2-b]pyridine-2-carboxylic acid methyl ester → HCID 10847520, compound

Participants

Reaction Steps

A solution of 3-amino-2-carbomethoxy-5-chlorothieno[3,2-b]pyridine, prepared as described in Example 62A (5g, 21 mmol) and sodium methoxide (4.5 g, 82 mmol) in MeOH (150 mL) were refluxed for 18 h. The reaction was concentrated and partitioned between EtOAc and NaHCO3 solution. The EtOAc layer was dried (MgSO4), filtered, concentrated, and chromatographed (5:1 hex: EtOAc) to yield 2.5 g of the title compound: 1H NMR (300 MHz, CDCl3) δ3.80 (s, 3H), 4.02 (s, 3H), 6.05 (bs, 2H), 6.89 (d, 1H), 7.88 (d, 1H); MS (DCI/NH3) m/e 239 (M+H)+.

Provenance & Evidence