4-Methylmorpholine → HCID 10139639, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 1.4 grams of disulfide acid from Example 78 in 30 mL of tetrahydrofuran was cooled in an ice bath. A 1.1 mL portion of isobutyl chloroformate followed by a 0.9 mL portion of N-methylmorpholine were added. After stirring for 5 minutes at 0° C., 0.66 grams of N-(3-bromophenyl)-4,6-quinazolindiamine was added. The mixture was stirred for 3 hours at 0° C. and then allowed to warm to room temperature. The reaction was quenched with water and the tetrahydrofuran was evaporated under vacuum. Addition of methylene chloride followed by washing the methylene chloride layer with water and evaporation of the solvent gave a crude product. Silica gel chromatography with methanol in methylene chloride gave 0.01 grams of product.

Provenance & Evidence