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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219540Generated: November 3, 2026

2-Bromopyridine → HCID 11717378, compound

https://huagongshe.com/reaction/2219540

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromopyridineHCID 7973—
Reactant5-BromopyrimidineHCID 78344—
ReactantHCID 86607588HCID 86607588—
CatalystPalladiumHCID 23938—
ProductHCID 11717378HCID 11717378—

Reaction Steps

The title compound was prepared from 3-tert-Butoxy-carbonylamino-6-methyl-pyridine-2-carboxylic acid methyl ester in accordance with the general method of example 4; step 2 using 4-Methoxymethyl-thiazol-2-ylamine (CAS: [640768-40-7]; WO 2004081001) instead of 2-chloro-4-aminopyridine to yield [2-(4-Methoxymethyl-thiazol-2-ylcarbamoyl)-6-methyl-pyridin-3-yl]-carbamic acid tert-butyl ester as an off-white gum, MS (ISP): m/e=379.4 (M+H+). Boc-deprotection as described in example 4 step 3 yielded 3-Amino-6-methyl-pyridine-2-carboxylic acid (4-methoxymethyl-thiazol-2-yl)-amide as an off-white solid, MS (ISP): m/e=279.3 (M+H+). Palladium catalysed arylation in accordance with the general method of example 20, using 5-Bromopyrimidine instead of 3 bromopyridine yielded the final compound as a light yellow solid, MS (ISP): m/e=357.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414060B2
Source datasetuspto-grants-2008_08
ORD IDord-1b7875b341bf48609d40f27cd4d8ebcf
Source noteuspto-grants-2008_08