Methylamine → HCID 68627578, compound

Participants

Reaction Steps

To a solution of 4-cyano-3-iodo-5-morpholin-4-ylthiophene-2-carboxylic acid (7.1 g, 19.4 mmol) in DMF (195 mL) were added HATU (8.9 g, 23.4 mmol) and DIPEA (4.1 mL, 23.3 mmol). The reaction mixture was allowed to stir at rt for 1 h and a 2.0 M solution of methylamine in THF (19.4 mL, 38.8 mmol) was added. The reaction mixture was allowed to stir at rt for 30 min and water was added. A precipitate formed and was filtered and dried to give 4-cyano-3-iodo-N-methyl-5-morpholin-4-ylthiophene-2-carboxamide (6.4 g, 87%). LCMS: (FA) ES+ 378.0, ES− 376.1. 1H NMR (400 MHz, d6-DMSO) δ: 7.92 (m, 1H), 3.72-3.76 (m, 4H), 3.47-3.51 (m, 4H) and 2.73 (d, 3H).

Provenance & Evidence