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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170314Generated: October 25, 2026

[3-(Hydroxymethyl)phenyl]boronic acid → N-(1-(6-amino-3-(3-(hydroxymethyl)phenyl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide

https://huagongshe.com/reaction/2170314

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[3-(Hydroxymethyl)phenyl]boronic acidHCID 2734662—
ReactantN-(1-(6-amino-3-bromopyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamideHCID 90281232—
Reactant(S)-5-(6-amino-2-(2-(3,5-difluorophenyl)-1-(2-(5-fluoro-1H-indol-3-yl)acetamido)ethyl)pyridin-3-yl)-2-fluorobenzamideHCID 90281459—
ProductN-(1-(6-amino-3-(3-(hydroxymethyl)phenyl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamideHCID 90281580—

Reaction Steps

The title compound was prepared according to the method presented for the synthesis of compound 1H of Example 1 utilizing 1G and (3-(hydroxymethyl)phenyl)boronic acid. 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 7.65 (d, J=8.9 Hz, 1H), 7.52 (d, J=9.1 Hz, 1H), 7.42-7.38 (m, 2H), 7.38-7.16 (m, 1H), 7.11 (s, 1H), 7.02 (s, 1H), 6.81 (d, J=9.5 Hz, 2H), 6.58 (d, J=8.8 Hz, 1H), 6.43 (s, 1H), 6.17 (m, 2H), 5.35-5.24 (m, 1H), 4.71 (s, 2H), 3.53 (s, 2H), 2.96-2.84 (m, 1H), 2.81 (d, J=7.1 Hz, 1H). MS (m/z) 531.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09050344B2
Source datasetuspto-grants-2015_06
ORD IDord-f893f274f74b4c298552242fe08abf36
Source noteuspto-grants-2015_06