Reaction #1005995

ord-a1dfc5440521411a8d5207f4a57f086e

Reaction equation

COC(=O)c1cccc(Br)c1
methyl 3-bromobenzoate
Nc1ccc(Cl)cc1
4-chloroaniline
COC(=O)c1cccc(Nc2ccc(Cl)cc2)c1
3-[N-(4-Chlorophenyl)amino]benzoic acid methyl ester

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Reaction of methyl 3-bromobenzoate with 4-chloroaniline according to general procedure A provided methyl ester of Compound 8 as a yellow oil (52% yield). 1H NMR (CDCl3, 500 MHz): δ=7.70 (s, 1H), 7.61 (d, J=7.6 Hz, 1H), 7.33 (t, J=7.9 Hz, 1H), 7.21-7.27 (m, 3H), 7.01 (d, J=8.8 Hz, 2H), 5.78 (s, 1H), 3.91 (s, 3H). 13C NMR (CDCl3, 125 MHz): δ=167.2, 143.4, 141.4, 131.7, 129.7, 126.7, 122.5, 122.0, 119.8, 118.7, 52.4.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09271961B2uspto-grants-2016_03