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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040832Generated: November 1, 2026

Tetrahydrofuran → 4-[2-(4-Benzyloxy-3-ethyl-5-methyl-phenyl)-oxazol-5-yl]-2-isobutyl-6-methyl-pyridine

https://huagongshe.com/reaction/2040832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant4-benzyloxy-3-ethyl-N-[2-(2-isobutyl-6-methyl-pyridin-4-yl)-2-oxo-ethyl]-5-methyl-benzamideHCID 68552785—
Product4-[2-(4-Benzyloxy-3-ethyl-5-methyl-phenyl)-oxazol-5-yl]-2-isobutyl-6-methyl-pyridineHCID 68553908—

Reaction Steps

To a solution 4-benzyloxy-3-ethyl-N-[2-(2-isobutyl-6-methyl-pyridin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide (70 mg, 0.153 mmol) in THF (2 mL), Burgess reagent (95 mg, 0.377 mmol) is added and the mixture is refluxed for 2 h. Another portion of Burgess reagent (50 mg, 0.231 mmol) is added and stirring is continued at rt for 16 h. The solvent is evaporated and the crude product is purified on prep. TLC with heptane:EA 1:2 to give 4-[2-(4-benzyloxy-3-ethyl-5-methyl-phenyl)-oxazol-5-yl]-2-isobutyl-6-methyl-pyridine (24 mg) as a yellow oil; LC-MS: tR=1.33*, [M+1]+=441.04.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580824B2
Source datasetuspto-grants-2013_11
ORD IDord-50020277fcfa4d1bb679398644e96edc
Source noteuspto-grants-2013_11