Imidazole → (S)-1-((1-hydroxycyclobutyl)(phenyl)methyl)-3-(3-(2-methoxyethoxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)urea

Participants

Reaction Steps

CDI (36.0 mg, 0.222 mmol) was added to a stirred, room temperature mixture of 3-(2-methoxyethoxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-amine 32B (50 mg, 0.111 mmol) and imidazole (30.2 mg, 0.444 mmol) in tetrahydrofuran (1 mL), and the mixture was stirred at room temperature for overnight. The mixture turned from light yellow slurry to clear solution. (S)-1-(amino(phenyl)methyl)cyclobutanol (19.67 mg, 0.111 mmol) was added to mixture and the resultant mixture was kept stirring at room temperature for overnight. The residue was purified (24 g silica, eluting with 50% EtOAc/isohexane) to give (S)-1-((1-hydroxycyclobutyl)(phenyl)methyl)-3-(3-(2-methoxyethoxy)-1-trityl-1H-pyrazolo[4,3-c]pyridin-6-yl)urea (54 mg, 74% yield) as a white solid. MS: [M+H]+ m/z 654.

Provenance & Evidence