3-Amino-3-methylbutanoic acid → HCID 71736591, compound

Participants

Reaction Conditions

Reaction Steps

7-Benzyloxy-1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid ethyl ester (US Patent Publication No. 2007/627906) (40 mg, 0.115 mmol) was dissolved in anhydrous DMF (2 mL). 3-Amino-3-methyl-butyric acid (68 mg, 0.5742 mmol) and solid sodium methoxide (25 mg, 0.459 mmol) were added sequentially and the mixture heated to 140° C. in an oil bath for 3.5 h. Upon completion, the reaction mixture was cooled and diluted with water. The solution was acidified to pH 3 with 1M hydrochloric acid inducing precipitation of the product. The free acid was isolated by filtration and dried to provide the title compound as a tan solid in 92% yield. MS ESI(−) m/e: 417.9596 (M−1), MS ESI(+) m/e: 419.9934 (M+1).

Provenance & Evidence