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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 558581Generated: October 28, 2026

N-bromobutanimide → 5-Bromo-3-(trifluoromethyl)pyridin-2-amine

https://huagongshe.com/reaction/558581

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-3-(trifluoromethyl)pyridineHCID 2760920—
SolventAcetonitrileHCID 6342—
Product5-Bromo-3-(trifluoromethyl)pyridin-2-amineHCID 2052538398.4%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a solution of 3-trifluoromethyl-pyridin-2-ylamine (16.21 g, 100 mmol) in acetonitrile (300 mL) at 5° C. was added NBS (17.8 g, 100 mmol) and the mixture was stirred at 23° C. for 1 h. Poured onto ice and sat. NaHCO3 soln., extracted with EtOAc, washed with brine, dried over Na2SO4. Removal of the solvent in vacuum left a yellow solid. Silica gel & cotton wool column filtration with DCM gave the product as a yellow solid (23.71 g, 98%). MS (ISP) 240.1 [(M+H)+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063048B2
Source datasetuspto-grants-2011_11
ORD IDord-b56b5e2aaeb140e2a0de755bd0ffe61f
Source noteuspto-grants-2011_11