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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 332273Generated: October 29, 2026

Methyl 5-bromo-6-chloronicotinate → 5-Bromo-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl ester

https://huagongshe.com/reaction/332273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 5-bromo-6-chloronicotinateHCID 2764313—
Reactant(5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanolHCID 2776149—
Product5-Bromo-6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid methyl esterHCID 6844485537%

Reaction Steps

As described for example 5, (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (3.60 mg, 19.0 mmol) was converted using methyl 5-bromo-6-chloronicotinate instead of 6-chloronicotinonitrile to the title compound (SiO2, heptane:ethyl acetate=90:10 to 60:40, 2.83 g, 37%) which was obtained as a white solid. MS: m/e=403.3/405.2 [M+H]′.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877783B2
Source datasetuspto-grants-2014_11
ORD IDord-0194a74e579249d0bda8440fdbd32b96
Source noteuspto-grants-2014_11