Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383074Generated: October 27, 2026

Potassium Carbonate → (2S)-3-cyclohexyl-2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}propan-1-ol

https://huagongshe.com/reaction/2383074

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant(2S)-2-amino-3-cyclohexylpropan-1-ol hydrochlorideHCID 16212813—
Reactant2-(Chloroacetyl)-1-cyclohexyl-1,2,3,4-tetrahydroisoquinolineHCID 67537219—
SolventAcetonitrileHCID 6342—
Product(2S)-3-cyclohexyl-2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}propan-1-olHCID 5939652224.2%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-(chloroacetyl)-1-cyclohexyl-1,2,3,4-tetrahydroisoquinoline (12 mg) in acetonitrile (0.5 mL) were added potassium carbonate (3 mg) and (S)-(+)-2-amino-3-cyclohexyl-1-propanol hydrochloride (15 mg), followed by stirring at 80° C. for 4 hours. Thereafter, a saturated aqueous ammonium chloride solution was added to the reaction liquid, followed by extraction with chloroform. The solvent was evaporated and the resulting residue was purified by preparative HPLC to obtain (2S)-3-cyclohexyl-2-{[2-(1-cyclohexyl-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethyl]amino}propan-1-ol (4.1 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263607B2
Source datasetuspto-grants-2012_09
ORD IDord-310254a4ff5a409fafc0cbb4379920d4
Source noteuspto-grants-2012_09