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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1295225Generated: October 25, 2026

Methanol → 2-(5-Methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-methanol

https://huagongshe.com/reaction/1295225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant6-(5-Methyl-2-phenyl-4-oxazolylmethoxy)nicotinaldehydeHCID 18546155—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-methanolHCID 17832803—

Reaction Steps

To a solution of 2-(5-methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-carbaldehyde (13.0 g) in tetrahydrofuran (150 ml)-methanol (10 ml) was gradually added sodium borohydride (835 mg) at 0° C. After stirring for 30 min., water was added to the reaction mixture and the mixture was extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated to give 2-(5-methyl-2-phenyl-4-oxazolylmethoxy)pyridine-5-methanol as crystals. The crystals were recrystallized from acetone-isopropyl ether to give colorless prism crystals (12.4 g, yield 95%). melting point: 121–122° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07241785B2
Source datasetuspto-grants-2007_07
ORD IDord-0b5bae9a00a04982a3f60f90f6b188e4
Source noteuspto-grants-2007_07