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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2045598Generated: October 30, 2026

Cyclohexanecarboxylic acid → HCID 67441178, compound

https://huagongshe.com/reaction/2045598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanecarboxylic acidHCID 7413—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylateHCID 67441380—
SolventDichloromethaneHCID 6344—
ProductHCID 67441178HCID 6744117853%

Reaction Steps

To a solution of methyl 2-(4-aminophenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxy late (50 mg, 0.16 mmol), cyclohexanecarboxylic acid (0.03 mL, 0.24 mmol) and N,N-diisopropylethylamine (0.05 mL, 0.32 mmol,) in dichloromethane (5 mL) was added phosphorus oxychloride (0.02 mL, 0.24 mmol) via syringe below 0 C. The mixture was stirred at room temperature for 16 h under nitrogen. The solvent was removed and the residue was washed with dichloromethane/petroleum ether, the precipitate was collected to afford methyl 2-(4-(cyclohexane carboxamido)phenyl)-3,3-dimethyl-1,2,3,4-tetrahydroquinoline-6-carboxylate as a yellow solid, 42 mg, yield: 53%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586747B2
Source datasetuspto-grants-2013_11
ORD IDord-52269d48c5c94337a678fb4792ad6d8b
Source noteuspto-grants-2013_11