Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2065919Generated: November 3, 2026

Methyl N-(triethylammoniosulfonyl)carbamate → 5-[5-(4-Allyloxy-3,5-dimethyl-phenyl)-[1,3,4]oxadiazol-2-yl]-2-isobutyl-3-methyl-pyridine

https://huagongshe.com/reaction/2065919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl N-(triethylammoniosulfonyl)carbamateHCID 2724994—
Reactant6-isobutyl-5-methyl-nicotinic acid N'-(4-allyloxy-3,5-dimethyl-benzoyl)-hydrazideHCID 68765289—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product5-[5-(4-Allyloxy-3,5-dimethyl-phenyl)-[1,3,4]oxadiazol-2-yl]-2-isobutyl-3-methyl-pyridineHCID 6876616094.6%

Reaction Steps

A solution of 6-isobutyl-5-methyl-nicotinic acid N′-(4-allyloxy-3,5-dimethyl-benzoyl)-hydrazide (89 mg, 0.224 mmol) and Burgess reagent (162 mg, 0.68 mmol) in THF (4 mL) is heated in a microwave oven at 110° C. for 6 min. The mixture is diluted with EA (15 mL) and washed with 1M aq. NaH2PO4 (5 mL), 1M aq. NaOH (5 mL) and water (5 mL). The org. phase is dried (MgSO4), filtered and evaporated to provide crude 5-[5-(4-allyloxy-3,5-dimethyl-phenyl)-[1,3,4]oxadiazol-2-yl]-2-isobutyl-3-methyl-pyridine (80 mg); LC-MS: tR=1.07 min, [M+1]+=378.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08288554B2
Source datasetuspto-grants-2012_10
ORD IDord-c396a6b414cc444eb45d04b282d1d83e
Source noteuspto-grants-2012_10