Trifluoroacetic acid → HCID 178491965, compound

Participants

Reaction Steps

In the same fashion as for Compound III, (1S,2S,3R,4R)-3-(2,3-Diamino-5-chloro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide and 4-(4-formyl-3-methoxy-benzyl)-piperazine-1-carboxylic acid tert-butyl ester were reacted to produce a material which following treatment with trifluoroacetic acid at 40° C. for four hours, followed by concentration and neutralization afforded the title compound (10%). 1H NMR (d-4 methanol): 8.30 (d, J=7 Hz, 1H), 8.11 (s, 1H), 7.40 (s, 1H), 7.27 (d, J=7 Hz, 1H), 6.47 (m, 2H), 5.09 (m, 1H), 4.34 (m, 2H), 4.13 (s, 3H), 3.73 (s, 1H), 3.56 (s, 4H), 3.44 (s, 4H), 3.07 (s 1H), 3.02 (s, 1H), 2.75 (s, J=8 Hz, 1H), 2.18 (m, 2H), 1.87 (s, 1H), 1.58 (d, J=8 Hz, 1H), 1.30 (s, 1H). MS: 508.2 (M+H). HPLC retention time: 1.66 minutes (G Method).

Provenance & Evidence