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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63785Generated: October 27, 2026

Water → N-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)pivalamide

https://huagongshe.com/reaction/63785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPivaloyl chlorideHCID 62493—
Reactant5-Bromo-4-(trifluoromethyl)pyridin-2-amineHCID 28875348—
SolventDichloromethaneHCID 6344—
ProductN-(5-bromo-4-(trifluoromethyl)pyridin-2-yl)pivalamideHCID 9730169385.7%

Reaction Steps

In an ice bath, 29.8 g of pivaloyl chloride (226 mmol) was added dropwise to a solution of compound 5 (50.0 g, 207 mmol) and triethylamine (37.9 mL) in dichloromethane (300.0 mL) within one hour and then stirred for 2 hours until the starting materials disappeared. 150 mL of water was added into the reaction solution and stirred at room temperature for 10 minutes. The organic layer was separated, dried over anhydrous sodium sulfate, concentrated, and separated through a short column with ethyl acetate to give white solid (57.7 g, 85.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447101B2
Source datasetuspto-grants-2016_09
ORD IDord-0f6fd8b006f14602ba848464c8fc3fcd
Source noteuspto-grants-2016_09