Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445269Generated: October 29, 2026

Water → (1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

https://huagongshe.com/reaction/445269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCarbonochloridic acid, (1R,2S,5R)-5-methyl-2-(1-methylethyl)cyclohexyl esterHCID 7014897—
Reactant1-(4-(Trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinolineHCID 16640696—
SolventDichloromethaneHCID 6344—
Product(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 1-(4-(trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(1H)-carboxylateHCID 59536402—

Reaction Steps

A solution of 1-(4-(trifluoromethyl)phenyl)-1,2,3,4-tetrahydroisoquinoline (100 mg, 0.361 mmol, example 9 (step 3) and (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl carbonochloridate (76.5 μL, 0.361 mmol) in DCM (1 mL) was stirred at RT for 16 h. Then, H2O (2 mL) was added and the mixture was extracted with EtOAc (2×5 mL). The combined organic extracts were dried over MgSO4 and concentrated. The residue was purified by silica gel flash column chromatography (0%-100% EtOAc/hexane) to give the title compound as an off-white oil. MS (ESI, positive ion) m/z: 460 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476297B2
Source datasetuspto-grants-2013_07
ORD IDord-fc9b9113f7674ee3b4d8c025122d7253
Source noteuspto-grants-2013_07