HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Chloride → HCID 86726637, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 71264268 | HCID 71264268 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86726637 | HCID 86726637 | 70.5% |
Reaction Steps
4-[(1-Benzylpiperidin-4-yl)amino]-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (484 mg, 1.01 mmol) in N,N-dimethylacetamide (5 mL) was stirred with 1,1′-carbonyldiimidazole (486 mg, 3.00 mmol) at 120° C. for 3 hours. The reaction mixture was allowed to cool to room temperature and, after addition of saturated aqueous sodium chloride, extracted with ethyl acetate, and the organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform/methanol=20/1 (v/v)) to give the title compound as a colorless solid (360 mg, yield 70%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216999B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b9434a54d157409297ae715a2a28697c |
| Source note | uspto-grants-2015_12 |