Hydrochloric Acid → 6-[(1S)-2-amino-1-benzyl-ethyl]-2-(4-chloro-1-methyl-1H-pyrazol-5-yl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-5-one

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 4-(bromomethyl)-2-(4-chloro-1-methyl-1H-pyrazol-5-yl)pyrimidine-5-carboxylate (284.0 mg, 0.7898 mmol), tert-butyl[(2S)-2-amino-3-phenylpropyl]carbamate (198 mg, 0.791 mmol), and N,N-diisopropylethylamine (0.275 mL, 1.58 mmol) in 1-butanol (5.0 mL) was stirred at 140° C. for 2 h. The reaction mixture was evaporated under reduced pressure to give an oil residue, which was dissolved in 4 M HCl aqueous solution (2 mL, 8 mmol) and THF (2 mL). The resulting solution was stirred at room temperature for 1 hour. Direct purification on prep.HPLC afforded 81 mg (25.6% yield) of the desired product. LC-MS found: 383.1 (M+H)+.

Provenance & Evidence