Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219482Generated: October 30, 2026

3-Bromopyridine → 6-Methyl-3-(pyridin-3-ylamino)-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amide

https://huagongshe.com/reaction/2219482

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromopyridineHCID 12286—
ReactantHCID 86607571HCID 86607571—
CatalystPalladiumHCID 23938—
Product6-Methyl-3-(pyridin-3-ylamino)-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amideHCID 11537140—

Reaction Steps

The title compound, was prepared in accordance with the general method of example 4, step 2 using 2-amino-4-methylthiazole instead of 2-chloro-4-aminopyridine to yield 6-Methyl-2-(4-methyl-thiazol-2-ylcarbamoyl)-pyridin-3-yl]-carbamic acid tert-butyl ester as a light yellow solid. MS (ISP): m/e=349.0 (M+H+). Boc-deprotection as described in example 4 step 3 yielded 3-Amino-6-methyl-pyridine-2-carboxylic acid (4-methyl-thiazol-2-yl)-amide as an off-white solid, MS (ISP): m/e=249.4 (M+H+). Palladium catalysed arylation with 3-Bromopyridine as described in example 4 step 4 yielded the final product as a yellow solid, MS (ISP): m/e=326.0 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414060B2
Source datasetuspto-grants-2008_08
ORD IDord-14498d3bbe6942c49bb7aeabdcafed4c
Source noteuspto-grants-2008_08