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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506654Generated: October 27, 2026

2-(5-Trifluoromethyl-1H-indol-3-YL)acetic acid → N-[(1S)-1-[4-(4-chlorophenyl)isoxazol-3-yl]-2-(3,5-difluorophenyl)ethyl]-2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]acetamide

https://huagongshe.com/reaction/1506654

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(5-Trifluoromethyl-1H-indol-3-YL)acetic acidHCID 22490726—
Reactant1-(2-(4-Chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethanamine hydrochlorideHCID 90280320—
Reactant(S)-1-(4-(4-chlorophenyl)isoxazol-3-yl)-2-(3,5-difluorophenyl)ethanamineHCID 90280390—
ReactantN-(1-(2-(4-chlorophenyl)oxazol-5-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamideHCID 90290342—
ProductN-[(1S)-1-[4-(4-chlorophenyl)isoxazol-3-yl]-2-(3,5-difluorophenyl)ethyl]-2-[3-(trifluoromethyl)-4,5,6,7-tetrahydroindazol-1-yl]acetamideHCID 90281456—

Reaction Steps

The title compound was prepared according to the method presented in the synthesis of 19F substituting 2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetic acid for 2-(5-(trifluoromethyl)-1H-indol-3-yl)acetic acid and (S)-1-(4-(4-chlorophenyl)isoxazol-3-yl)-2-(3,5-difluorophenyl)ethanamine for 19E to provide the desired compound (27): 1H NMR (400 MHz, DMSO) δ 9.10 (s, 1H), 8.99 (d, 1H), 7.41 (d, 2H), 7.35 (d, 2H), 6.98 (d, 1H), 6.80 (d, 2H), 5.36 (d, 1H), 4.58 (s, 2H), 3.12 (dt, 2H), 2.46 (dd, 2H), 2.22 (d, 2H), 1.61 (s, 4H); MS (m/z) 566.3 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09220710B2
Source datasetuspto-grants-2015_12
ORD IDord-4669237767c841efbd21bb0f84b9c000
Source noteuspto-grants-2015_12