2-{5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl}acetic acid → N-(1-(5-(4-chlorophenyl)oxazol-4-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)acetamide

Participants

Role	Name	HCID	Charge
Reactant	2-{5-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl}acetic acid	HCID 71186983	—
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-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)acetamide	HCID 90281196	—

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-methoxy-1H-pyrrolo[3,2-b]pyridin-3-yl)acetic acid. 1H NMR (400 MHz, DMSO) δ 11.13 (s, 1H), 8.65 (d, J=8.6 Hz, 1H), 8.46 (s, 1H), 7.74 (m, 1H), 7.62 (m, 2H), 7.47 (d, J=8.5 Hz, 2H), 7.27 (s, 1H), 6.89 (t, J=9.6 Hz, 1H), 6.74 (d, J=6.8 Hz, 2H), 6.60 (d, J=8.6 Hz, 1H), 5.35 (q, J=7.8 Hz, 1H), 3.87 (s, 3H), 3.50 (s, 2H), 3.17-2.98 (m, 2H). MS (m/z) 523.1 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US09220710B2
Source dataset	uspto-grants-2015_12
ORD ID	ord-a59ecc1c2b344c1a8358f7d444609a5d
Source note	uspto-grants-2015_12