HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetyl chloride → HCID 59331379, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 59331325 | HCID 59331325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59331379 | HCID 59331379 | 32% |
Reaction Steps
To a solution of (1S,4S)-2-{[6-(5-{1-[4-(cyclopropylsulfonyl)phenyl]-2-(tetrahydro-2H-pyran-4-yl)ethyl}-1H-pyrrol-2-yl)pyridin-3-yl]methyl}-2,5-diazabicyclo[2.2.1]heptane (29.0 mg) in dichloromethane (5 mL) were added acetyl chloride (6 μL) and triethylamine (23 μL) under ice-cooling, and the mixture was stirred overnight at room temperature. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium hydrogen carbonate and saturated brine, dried (MgSO4) and concentrated. The residue was subjected to preparative HPLC to give the title compound (10.0 mg, yield 32%) as a colorless amorphous solid. MS: 589 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318746B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-c90badb1f19347d6bf08bf7aa2281e95 |
| Source note | uspto-grants-2012_11 |