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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1520288Generated: November 4, 2026

Phosphorus oxychloride → Methyl 4-((1-(4-(5-tert-butyl-1,3-oxazol-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate

https://huagongshe.com/reaction/1520288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantMethyl 4-((1-(4-((3,3-dimethyl-2-oxobutyl)carbamoyl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoateHCID 117840039—
SolventWaterHCID 962—
ProductMethyl 4-((1-(4-(5-tert-butyl-1,3-oxazol-2-yl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoateHCID 11784002680.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

To methyl 4-((1-(4-((3,3-dimethyl-2-oxobutyl)carbamoyl)-2-methylphenyl)-4,4,4-trifluorobutyl)amino)benzoate (200 mg) was added phosphoryl chloride (0.5 ml) at room temperature. The reaction mixture was heated at 90° C. for 1 hr, and water was added at room temperature. The filtrate was extracted with ethyl acetate, and the extract was washed with 1M aqueous sodium hydroxide solution and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (155.4 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073864B2
Source datasetuspto-grants-2015_07
ORD IDord-e05d7a3efad748248fb71f755db1d5b7
Source noteuspto-grants-2015_07