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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945591Generated: October 26, 2026

6-Bromo-N-(tert-butyl)-3-methylpyridin-2-amine → 6-Bromo-3-methylpyridin-2-amine

https://huagongshe.com/reaction/1945591

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Bromo-N-(tert-butyl)-3-methylpyridin-2-amineHCID 59606184—
Solvent1,2-DichloroethaneHCID 11—
SolventTrifluoroacetic acidHCID 6422—
Product6-Bromo-3-methylpyridin-2-amineHCID 5960538493.2%

Reaction Steps

A solution of (6-bromo-3-methylpyridin-2-yl)-tert-butylamine (500 mg, 2.06 mmol) in DCE (2 mL) and TFA (2 mL) was heated at 120° C. for 10 min in a microwave reactor, and then concentrated under reduced pressure. The residue was taken up in MeOH and loaded onto an Isolute® SCX-2 cartridge (10 g). The cartridge was washed with MeOH then the desired product eluted with 2 M NH3 in MeOH to give 6-Bromo-3-methylpyridin-2-ylamine as a white solid (359 mg, 93%). 1H NMR (400 MHz, CHCl3-d): δ 7.11 (d, J=7.5 Hz, 1 H); 6.77 (d, J=7.5 Hz, 1 H); 4.50 (s, 2 H); 2.07 (s, 3 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394796B2
Source datasetuspto-grants-2013_03
ORD IDord-67b6356acce74df9a28cb34bff4de5c3
Source noteuspto-grants-2013_03