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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514721Generated: October 29, 2026

Tert-Butylamine → HCID 46929064, compound

https://huagongshe.com/reaction/1514721

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTert-ButylamineHCID 6385—
ReactantEthyl AcetateHCID 8857—
ReactantTrimethylaluminumHCID 16682925—
Reactant6-[3-(3,4-Difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl esterHCID 66718164—
SolventHeptaneHCID 8900—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 46929064HCID 4692906413%

Reaction Conditions

Temperature50 °C

Reaction Steps

A trimethylaluminium solution (2 M in toluene, 798 μL, 1.6 mmol) in dioxane (7.5 mL) was added to tert-butylamine (174 μL, 1.6 mmol) and the mixture was stirred for 1 h at 50° C. 6-[3-(3,4-Difluoro-phenyl)-5-hydroxymethyl-isoxazol-4-ylmethoxy]-nicotinic acid methyl ester (150 mg, 0.4 mmol) in dioxane (7.5 mL) was added and stirring was continued overnight at 85° C. Chromatography (silica, ethyl acetate: heptane=1:4 to 1:1) afforded the title compound (20 mg, 13%) as a colourless solid. MS: m/e=416.4 [M−H]−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222246B2
Source datasetuspto-grants-2012_07
ORD IDord-fff4bd8e62c1404e89ba4a336a8f9880
Source noteuspto-grants-2012_07