4-Methylmorpholine → HCID 10200067, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 280 mg of 2,3-epoxy propoinic acid in 2.0 mL of tetrahydrofuran was cooled in an ice bath. A 0.42 mL portion of isobutyl chloroformate followed by a 0.48 mL portion of N-methylmorpholine were added. After 5 minutes, a suspension of 500 mg of N-(3-bromophenyl)-4,6-quinazolindiamine in 4 mL of tetrahydrofuran was added. The resulting reaction mixture was stirred at 0° C. for 3 hr., and then was diluted with 30 mL of water. The aqueous solution was extrated with 50 mL of ethyl acetate. The organic phase was separated, dried over Na2SO4 and filtered. The solvent was removed at reduced pressure to give a solid residue. Purification of the crude produt on preparative TLC afforded 109.9 mg of the product as yellow solid in 18 % yield; mp 228-300° C.; mass(m/e) 385.0264.

Provenance & Evidence