HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 68093007, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyano-borohydride | HCID 498716 | — |
| Reactant | 3-Bromo-4-(trifluoromethoxy)benzaldehyde | HCID 13150416 | — |
| Reactant | Methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt | HCID 66764605 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68093007 | HCID 68093007 | 66.2% |
Reaction Steps
To methyl 4-(2-oxo-1-oxa-3,8-diazaspiro[4.5]dec-3-yl)benzoate hydrochloride salt (300 mg, 0.918 mmol; Example 1, Step 2), MP-cyanoborohydride (1192 mg, 2.75 mmol), 3-bromo-4-trifluoromethoxybenzaldehyde (272 mg, 1.01 mmol) and AcOH (79 μl, 1.38 mmol) was added 5 mL of DMF. The reaction mixture was filtered, the resin was washed with DMF and the solvent was evaporated. The residue was dissolved in saturated aqueous NaHCO3 and extracted with DCM. The combined organic layers were evaporated to yield the title compound as a light yellow solid (330 mg) that was used without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742110B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-099dc13b5d0f450fa14b0efad44ceab4 |
| Source note | uspto-grants-2014_06 |