HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 67519695, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 58994234 | HCID 58994234 | — |
| Reactant | (1S,5R)-1-[4-(trifluoromethyl)phenyl]-3-azabicyclo[3.1.0]hexane | HCID 59337591 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 67519695 | HCID 67519695 | 42% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07727988B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-71bc8e05cb2d486db2d4ec7e9086ab86 |
| Source note | uspto-grants-2010_06 |