HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 71264268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Benzyl-4-piperidylamine | HCID 415852 | — |
| Reactant | HCID 71258387 | HCID 71258387 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 71264268 | HCID 71264268 | 81% |
Reaction Steps
4-Chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (456 mg, 1.40 mmol) was stirred with 1-benzyl-4-aminopiperidine (900 mg, 4.73 mmol) and N,N-diisopropylethylamine (250 μL, 1.44 mmol) at 140° C. for 3 hours. The reaction mixture was allowed to cool to room temperature and, after addition of water, 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→ethyl acetate/methanol=1/0→5/1 (v/v)) to give the title compound as a colorless solid (542 mg, yield 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09216999B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-1e815521d6724809be306ac29529c39a |
| Source note | uspto-grants-2015_12 |