Ethanolamine → HCID 24810384, compound

Participants

Reaction Conditions

Reaction Steps

Ethanolamine (1.8 mL; 29.9 mmol) (Aldrich) was added to a solution of 4-amino-3-{5-[4-(4-methoxy-benzyl)-5-methyl-4H-[1,2,4]triazol-3-yl]-2-methyl-phenoxymethyl}-thieno[3,2-c]pyridine-7-carboxylic acid ethyl ester (50 mg; 0.08277 mmole) (from Example 59 supra) in dimethylsulfoxide (0.6 mL). The mixture was heated in a microwave reactor at 135° C. for 2.25 hours. After cooling to room temperature, the reaction mixture was diluted with water, resulting in precipitation of the product as a milky solid which was collected by centrifugation and dried. The crude solid was triturated with hot methanol, cooled slightly, filtered and dried, to give 4-amino-3-{5-[4-(4-methoxy-benzyl)-5-methyl-4H-[1,2,4]triazol-3-yl]-2-methyl-phenoxymethyl}-thieno[3,2-c]pyridine-7-carboxylic acid (2-hydroxy-ethyl)-amide in two crops. (Yield 31.2 mg, 51.3%). HRMS (ES+) m/z Calcd for C29H30N6O4S+H [(M+H)+]: 559.2122. Found: 559.2120.

Provenance & Evidence