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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922129Generated: October 30, 2026

Triethylamine → Methyl 1-{[(4'-chloro-4-methylbiphenyl-3-yl)acetyl]amino}-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate

https://huagongshe.com/reaction/922129

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant(4'-Chloro-4-methylbiphenyl-3-yl)acetyl chlorideHCID 23390525—
ReactantMethyl 1-amino-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylateHCID 71246475—
SolventDichloromethaneHCID 6344—
ProductMethyl 1-{[(4'-chloro-4-methylbiphenyl-3-yl)acetyl]amino}-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylateHCID 71246665—

Reaction Steps

3.94 g (15.44 mmol) of methyl 1-amino-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate (Example 22A) and 1.56 g (15.44 mmol) of triethylamine were dissolved in 56 ml of dichloromethane. 3.92 g (14.03 mmol) of (4′-chloro-4-methylbiphenyl-3-yl)acetyl chloride (Example 2A), dissolved in 56 ml of dichloromethane, were added dropwise to this solution, and the reaction mixture was stirred at room temperature overnight. For work-up, the mixture was diluted with dichloromethane and the organic phase was washed with aqueous saturated sodium bicarbonate solution and with aqueous 1% strength citric acid. After drying over sodium sulphate, the organic phase was concentrated and the product was dried. This gave 6.81 g (97% of theory) of the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278925B2
Source datasetuspto-grants-2016_03
ORD IDord-769f63e1a8da40ebb559e5aecae7dd44
Source noteuspto-grants-2016_03