HCID 45101529, compound → HCID 11679210, compound

Participants

Reaction Steps

A mixture of A3 (58 mg, 0.084 mmol) and 10% palladium on carbon (18 mg, 0.017 mmol) in 2 mL of methanol was allowed to stir at room temperature under hydrogen balloon for 20 h. Upon completion, the mixture was filtered through a short column of celite, and the filtrate was concentrated in vacuo and dried to give 61 mg of 1. 1H NMR: a mixture of cis/trans amide rotamers in ca. 3:1 ratio (400 MHz, CDCl3; T=25° C.) δmajor 7.00-7.47 (m, 7H), 5.31 (br s, 1H), 4.71 (q, J=6.62 Hz, 1H), 4.36 (m, 2H), 3.89-4.02 (m, 1H), 3.69-3.76 (m, 1H), 3.36-3.44 (m, 3H), 2.91-3.04 (m, 3H), 2.51-2.66 (m, 2H), 1.87-1.92 (m, 2H), 1.37-1.43 (m, 4H), 1.33 (d, J=6.7 Hz, 3H) and δminor 5.15 (q, J=7.04 Hz, 1H), 4.77 (br s, 1H), 1.28 (d, J=7.08 Hz, 3H). MS (ESI+) 693 [M+H]+.

Provenance & Evidence