Methylamine → HCID 54689925, compound

Participants

Reaction Steps

To a stirred solution of [4-(2-chloro-5-cyano-4-hydroxy-6-oxo-6,7-dihydro-thieno[2,3-b]pyridin-3-yl)-phenoxy]-acetic acid (20 mg, 0.053 mmol, Example 184A)), EDCI (10.2 mg, 0.053 mmol), HOBT (7.2 mg, 0.053 mmol), and NMM (0.0146 mL, 0.133 mmol), in DMF (0.4 mL) was added methylamine (0.0265 mL, 0.053 mmol, 2M in THF). The solution was stirred at room temperature overnight. The solution was diluted with dichloromethane, washed with water, concentrated to dryness and purified by RP-HPLC to give the title compound. MS (ESI) m/e 387.9 (M−H)+; 1H NMR (300 MHz, MeOD-d4) δ 2.9 (s, 3H), 4.55 (s, 2H), 4.8 (m, 2H), 6.95 (d, 2H), 7.30 (d, 2H).

Provenance & Evidence