(5,6-Dimethyl-1H-benzimidazol-1-yl)acetic acid → N-[1-[5-(4-chlorophenyl)oxazol-4-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-(5-(4-Chlorophenyl)oxazol-4-yl)-2-(3,5-difluorophenyl)ethanamine hydrochloride	HCID 90280171	—
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-[5-(4-chlorophenyl)oxazol-4-yl]-2-(3,5-difluorophenyl)ethyl]-2-(5,6-dimethylbenzimidazol-1-yl)acetamide	HCID 90290340	—

Reaction Steps

The title compound was prepared according to the method presented for the synthesis of compound 5F of Example 5 utilizing 33G and 2-(5,6-dimethyl-1H-benzo[d]imidazol-1-yl)acetic acid. 1H NMR (400 MHz, dmso) δ 9.36 (d, J=8.3 Hz, 1H), 9.11 (s, 1H), 8.55 (s, 1H), 7.63-7.53 (m, 3H), 7.45 (d, J=8.3 Hz, 2H), 7.20 (s, 1H), 6.98 (d, J=8.7 Hz, 1H), 6.88 (d, J=7.2 Hz, 2H), 5.36 (d, J=7.5 Hz, 1H), 5.17-5.01 (m, 2H), 3.27-3.10 (m, 2H), 2.35 (s, 3H), 2.29 (s, 3H). MS (m/z) 521.1 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09220710B2
Source dataset	uspto-grants-2015_12
ORD ID	ord-03ffb84c62894369a25b9fb9aa03ee2e
Source note	uspto-grants-2015_12