HCID 58379677, compound → HCID 58379688, compound

Participants

Reaction Steps

To a nitrogen purged solution of N-Benzyl-2,2-dimethyl-N-[3-(2′-oxo-1,1′,2′,3-tetrahydrospiro[indene-2,3′-pyrrolo[2,3-b]pyridin]-5-yl)prop-2-yn-1-yl]propanamide (42 mg, 0.91 mmol, Example 1) in MeOH (4 mL) was added 10% Pd/C (19 mg). The nitrogen atmosphere was exchanged for a hydrogen atmosphere using a hydrogen balloon, and then a fresh hydrogen balloon was attached. After 1 hour a mixture of alkene/alkane was observed. Allow reaction to stir for 20 hours under an atmosphere of hydrogen. The hydrogen atmosphere was then exchanged for a nitrogen atmosphere, and the mixture was filtered through celite, and washed with additional MeOH. The combined organics were concentrated in vacuo to yield a residue. The residue was then applied to a silica gel column for purification, eluting with a gradient of 1-7% MeOH in DCM to give the title compound. MS: m/z=468 (M+1). Human CGRP receptor binding Ki=45 nM. HRMS: m/z=468.2632; calculated m/z=468.2642 for C30H34N3O2.

Provenance & Evidence