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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 60547Generated: October 26, 2026

4-Fluoro-2-(trifluoromethyl)benzoyl chloride → 4-Fluoro-N-(1-hydroxy-3-isobutyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamide

https://huagongshe.com/reaction/60547

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Fluoro-2-(trifluoromethyl)benzoyl chlorideHCID 605680—
ReactantN-(3-Cyclopentyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamideHCID 66927470—
ReactantHCID 178418816HCID 178418816—
Product4-Fluoro-N-(1-hydroxy-3-isobutyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamideHCID 67359922—

Reaction Steps

The title compound was prepared using a procedure similar to that of N-(3-cyclopentyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamide with 2-trifluoromethyl-4-fluorobenzoyl chloride replacing 2-trifluoromethylbenzoyl chloride, and with isobutyl magnesium bromide replacing cyclopentyl magnesium bromide. Data: LCMS (M/Z): 396 (M+H); 1H NMR (DMSO-d6) δ: 10.54 (s, 1H), 9.13 (s, 1H), 8.03 (d, J=1.8 Hz, 1H), 7.73-7.81 (m, 2H), 7.58-7.68 (m, 2H), 7.31 (d, J=8.2 Hz, 1H), 5.10 (dd, J=9.8, 3.1 Hz, 1H), 1.60-1.69 (m, 1H), 1.21-1.31 (m, 1H), 0.98 (d, J=6.5 Hz, 3H), 0.89 (d, J=6.7 Hz, 3H), 0.85 (t, J=7.0 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09440994B2
Source datasetuspto-grants-2016_09
ORD IDord-a36b58957e0448a3acad5d0a1257ab5b
Source noteuspto-grants-2016_09