Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090091Generated: October 27, 2026

1-(Bromomethyl)-3-(trifluoromethyl)benzene → 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-{4-[3-(trifluoromethyl)benzyl]benzyl}benzamide

https://huagongshe.com/reaction/2090091

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Bromomethyl)-3-(trifluoromethyl)benzeneHCID 123061—
Reactant(Prop-1-en-2-yl)boronic acidHCID 10855372—
Reactant4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]benzamideHCID 25153635—
Product4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-{4-[3-(trifluoromethyl)benzyl]benzyl}benzamideHCID 25152582—

Reaction Steps

The title compound was prepared from 4-(5-cyano-7-isopropyl-1,3-benzoxazol-2-yl)-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl]benzamide (26 mg, EXAMPLE 8) and 1-(bromomethyl)-3-(trifluoromethyl)benzene (24 mg) following the procedure described in EXAMPLE 3 (26 mg, 93%) Mass spectrum (ESI) 554.2 (M+1). 1H NMR (500 MHz, CDCl3): δ 8.33 (d, J=8.2 Hz, 2H), 7.97 (d, J=8.3 Hz, 2H), 7.94 (s, 1H), 7.51 (s, 1H), 7.41 (m, 4H), 7.33 (d, J=8.0 Hz, 2H), 7.20 (d, J=7.8 Hz, 2H), 6.42 (bs, 1H), 4.67 (d, J=5.5 Hz, 2H), 4.04 (s, 2H), 3.38 (sept, J=6.9 Hz, 1H), 1.46 (d, J=6.8, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436028B2
Source datasetuspto-grants-2013_05
ORD IDord-aaca2ad26c8841d8bb94d443c80b675d
Source noteuspto-grants-2013_05