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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12762Generated: October 29, 2026

Acetic Acid → HCID 67519703, compound

https://huagongshe.com/reaction/12762

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant1,1-DichloroethaneHCID 6365—
ReactantSodium HydroxideHCID 14798—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 58994229HCID 58994229—
Reactant(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexaneHCID 59337591—
ProductHCID 67519703HCID 6751970348%

Reaction Steps

To a solution of 4-[5-(3-methyl-thiophen-2-yl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-butyraldehyde (Prep32, 30 mg, 0.11 mmol), (1S,5R)-1-(4-trifluoromethyl-phenyl)-3-aza-bicyclo[3.1.0]hexane (Prep4, 21 mg, 0.09 mmol), AcOH (6 μl, 0.1 mmol) in dichloroethane (1.5 mL) and NaBH(AcO)3 (24 mg, 0.11 mmol) were added at 0° C. The reaction was stirred for 30 minutes at room temperature then 2N NaOH (1 mL) was added and the product extracted with ethyl acetate. The organic phase washed with brine, dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with DCM-MeOH—NH4OH (95-5-0.5) to give the title compound (26 mg, 48% yield) as a free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-6bcccc6421c74c5a941f7f2f2129b8e2
Source noteuspto-grants-2010_06