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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595933Generated: October 30, 2026

N-bromobutanimide → 3-bromo-5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine

https://huagongshe.com/reaction/595933

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amineHCID 118045603—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
Product3-bromo-5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amineHCID 118045798100%

Reaction Steps

To an ice cold solution of 5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine (50 mg, 0.26 mmol) in DCM (5 mL) was added NBS (50.9 mg, 0.28 mmol) in two portions. The reaction mixture was stirred at ambient temperature for 40 min. The reaction solution was diluted with ethyl acetate, washed with water, aqueous sodium bicarbonate, brine, dried over sodium sulfate, filtered off, and concentrated to give 3-bromo-5-(4-methyltetrahydro-2H-pyran-4-yl)pyridin-2-amine (70 mg, 0.26 mmol, 99% yield) as yellow color residue. LCMS (m/z): 271/273 (MH+), 0.41 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242996B2
Source datasetuspto-grants-2016_01
ORD IDord-6db9f113010a4b6ab8578b077a581f68
Source noteuspto-grants-2016_01