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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 12760Generated: October 30, 2026

1,2-Dichloroethane → HCID 67519695, compound

https://huagongshe.com/reaction/12760

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantAcetic AcidHCID 176—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 58994234HCID 58994234—
Reactant(1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexaneHCID 59337591—
SolventDiethyl EtherHCID 3283—
ProductHCID 67519695HCID 6751969542%

Reaction Steps

To a solution of 3-[5-(3-methyl-thiophen-2-yl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-propionaldehyde (Prep29, 16 mg, 0.04 mmol) in DCE (3 mL), (1S,5R)-1-(4-trifluoromethyl-phenyl)-3-aza-bicyclo[3.1.0]hexane (Prep4, 20 mg, 0.05 mmol) in DCE (1 mL), AcOH (6 μl, 0.05 mmol) and NaBH(AcO)3 (30 mg, 0.08 mmol) were added and the mixture was stirred at room temperature overnight. Diethylether was then added and the mixture was washed with 1N solution of HCl, then with aqueous saturated NaHCO3. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with DCM-MeOH—NH4OH (97-3-1) to give the title compound (8 mg, 42% yield) as a free base.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727988B2
Source datasetuspto-grants-2010_06
ORD IDord-71bc8e05cb2d486db2d4ec7e9086ab86
Source noteuspto-grants-2010_06