Reaction #56965

ord-a6ddaeb0c5b245c3aafaf507435d84c6

Reaction equation

NC1CCCc2c1[nH]c1ccc(Br)cc21
6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine
COc1ccc(C(=O)Cl)cc1
p-anisoyl chloride
COc1ccc(C(=O)NC2CCCc3c2[nH]c2ccc(Br)cc32)cc1
N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-4-methoxybenzamide

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

N-(6-Bromo-2,3,4,9-tetrahydro-1H-carbazol-1-yl)-4-methoxybenzamide was prepared from 6-bromo-2,3,4,9-tetrahydro-1H-carbazol-1-amine and p-anisoyl chloride in a similar manner as described above to give a white solid (11% yield). 1H-NMR (DMSO-de): 810.99 (s, 1H), 8.70 (d, 1H), 7.96 (d, 2H), 7.60 (d, 1H), 7.29 (d, 1H), 7.16 (dd, 1H), 7.02 (d, 2H), 5.38 (m, 1H), 2.67 (m, 2H), 2.08 (m, 2H), 1.87 (m, 2H); MS m/z 399 (M−1).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07419997B2uspto-grants-2008_09