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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 331789Generated: October 30, 2026

Isopropanol → 6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid isopropyl ester

https://huagongshe.com/reaction/331789

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropanolHCID 3776—
Reactant6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acidHCID 66599213—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product6-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid isopropyl esterHCID 5752017877%

Reaction Steps

A solution of N,N-dicyclohexylcarbodiimide (258 mg, 1.25 mmol) and 4-dimethylaminopyridine (12 mg, 0.10 mmol) in dichloromethane (4 mL) was added dropwise to a solution of 6-(5-methyl-3-phenyl-isoxazol-4-ylmethoxy)-nicotinic acid (310 mg, 1.0 mmol) and 2-propanol (0.06 g, 1.0 mmol) in dichloromethane (4 mL) at room temperature. After 15 h, the mixture was filtered and the filtrate was concentrated and purified by chromatography (SiO2, heptane:ethyl acetate 100:0 to 8:2) to give the title compound (270 mg, 77%) as a colourless oil. MS: m/e=353.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877782B2
Source datasetuspto-grants-2014_11
ORD IDord-4815910c29ac480dbd4a3ced1472e47d
Source noteuspto-grants-2014_11