Hydrochloric Acid → N-[(1R)-1-Phenylethyl]-5,6,7,8-tetrahydropyrido[4',3':4,5]thieno[2,3-d]pyrimidin-4-amine

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Reaction Conditions

Reaction Steps

tert-Butyl 4-{[(1R)-1-phenylethyl]amino}-5,8-dihydropyrido[4′,3′:4,5]thieno[2,3-d]pyrimidine-7(6H)-carboxylate from Example 17A (413 mg, 1.00 mmol) was dissolved in 2-propanol (4 mL), and 4 M gaseous hydrogen chloride in dioxane (0.5 mL, 2 mmol) was added. The mixture was heated to 80° C. for 3 h. Further hydrogen chloride solution (0.5 mL) was added, and the mixture was heated to 80° C. for further 30 min. Subsequently, the solution was diluted with ethyl acetate, washed with satd. aqueous sodium carbonate solution, dried over sodium sulfate, and the solvent was removed in vacuo. The product was purified by column chromatography on silica gel (eluent: DCM/MeOH 10:1) to yield 244 mg (78%) of the title compound.

Provenance & Evidence