(5,6-Dimethyl-1H-benzimidazol-1-yl)acetic acid → N-[1-[2-(4-chlorophenyl)oxazol-5-yl]-2-(3,5-difluorophenyl)ethyl]-2-(5,6-dimethylbenzimidazol-1-yl)acetamide

Participants

Role	Name	HCID	Charge
Reactant	(5,6-Dimethyl-1H-benzimidazol-1-yl)acetic acid	HCID 424323	—
Reactant	1-(2-(4-Chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethanamine hydrochloride	HCID 90280320	—
Reactant	N-[(1S)-2-(3,5-difluorophenyl)-1-[1-(4-methoxyphenyl)imidazol-2-yl]ethyl]-2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]acetamide	HCID 90281246	—
Product	N-[1-[2-(4-chlorophenyl)oxazol-5-yl]-2-(3,5-difluorophenyl)ethyl]-2-(5,6-dimethylbenzimidazol-1-yl)acetamide	HCID 90290343	—

Reaction Steps

The title compound was prepared according to the method presented for the synthesis of compound 5F of Example 5 utilizing 19E and 2-(5,6-dimethyl-1H-benzo[d]imidazol-1-yl)acetic acid. 1H NMR (400 MHz, DMSO) δ 9.06-8.94 (m, 2H), 8.10 (s, 1H), 7.92 (d, J=8.5 Hz, 2H), 7.57 (d, J=8.6 Hz, 2H), 7.50 (s, 1H), 7.17 (s, 1H), 6.97 (m, 3H), 5.17-4.95 (m, 3H), 3.24-3.07 (m, 1H), 3.04 (dd, J=13.7, 9.7 Hz, 1H), 2.29 (s, 1H), 2.22 (s, 1H). MS (m/z) 520.9 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09220710B2
Source dataset	uspto-grants-2015_12
ORD ID	ord-c50de51802f24db6b3923dbbd316a36c
Source note	uspto-grants-2015_12