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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351369Generated: October 30, 2026

Acetic Acid → HCID 69035105, compound

https://huagongshe.com/reaction/351369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetoneHCID 180—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 69035648HCID 69035648—
Solvent1,1-DichloroethaneHCID 6365—
ProductHCID 69035105HCID 69035105—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (±) 1-[(1S*,2R*,4R*)-4-amino-2-(4-methylsulfanyl-benzenesulfonylmethyl)-cyclohexyl]-4-(3-trifluoromethyl-phenyl)-5,6-dihydro-1H-pyridin-2-one (0.36 mmol) in dichloroethane (6 mL) was added acetic acid (0.1 mL, 1.8 mmol), acetone (0.08 mL, 1.1 mmol), and sodium triacetoxyborohydride (0.23 g, 1.1 mmol). The mixture was heated at 80° C. for 1 h, cooled to rt, and quenched with sat. NaHCO3, and extracted twice with EtOAc. The organic extracts were combined, washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. A portion of the crude residue was purified by reverse-phase HPLC to provide two fractions, one of which contained the title. MS found: (M+H)+=581.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183270B2
Source datasetuspto-grants-2007_02
ORD IDord-aaa1073b74a84359b5ecc988a2c7d9e5
Source noteuspto-grants-2007_02