2-Methoxyethanol → tert-Butyl 4-{[(1R)-1-phenylethyl]amino}-5,8-dihydropyrido[4',3':4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate

Participants

Reaction Conditions

Reaction Steps

tert-Butyl 4-chloro-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate from Example 11A (500 mg, 1.54 mmol) was dissolved in 2-methoxyethanol (5 mL), and (R)-methylbenzylamine (223 mg, 1.84 mmol) and triethylamine (621 mg, 6.14 mmol) were added. The mixture was heated to 100° C. for 2 h, then diluted with ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo. The crude product was purified by column chromatography on silica gel (eluent: cyclohexane/ethyl acetate 3:1) to yield 474 mg (75%) of the title compound.

Provenance & Evidence