(R)-Benzyl (1-(4-((1H-pyrrolo[2,3-b]pyridin-4-yl)carbamoyl)phenyl)ethyl)carbamate → 4-[(1R)-1-Aminoethyl]-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)benzamide--hydrogen chloride (1/2)

Participants

Reaction Conditions

Reaction Steps

To a mixture of (R)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-benzyloxycarbonylaminoethyl)benzamide (200 mg), 15% hydrochloric acid-methanol (1 mL) and methanol (6 mL) was added 10% palladium hydroxide carbon (80 mg), and the mixture was stirred under a hydrogen stream at 40° C. for 1 hr. After the reaction, the catalyst was filtered off and the residue was concentrated under reduced pressure. The obtained crystals were recrystallized from methanol-ether to give (R)-(+)-N-(1H-pyrrolo[2,3-b]pyridin-4-yl)-4-(1-aminoethyl)benzamide dihydrochloride 3/2 hydrate (120 mg), melting point: 286° C. (decomposition).

Provenance & Evidence