HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3R)-3-Aminopiperidine, 3-BOC protected → HCID 67045000, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3R)-3-Aminopiperidine, 3-BOC protected | HCID 1514172 | — |
| Reactant | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Reactant | HCID 60205514 | HCID 60205514 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | HCID 67045000 | HCID 67045000 | 81.7% |
Reaction Conditions
| Temperature | 155 °C |
|---|
Reaction Steps
N-(5-Bromo-4-fluoro-1H-pyrrolo[2,3-b]pyridin-3-yl)acetamide (400 mg, 1.47 mmol) and (R)-tert-butyl piperidin-3-ylcarbamate (1.0 g, 5.15 mmol) were placed in n-butanol (4 mL) and heated to 155° C. in a sealed tube for 18 hours. The reaction was then cooled and concentrated. The resulting residue was purified by C-18 reverse phase flash chromatography (Biotage Horizon unit, C-18 25M column, 5-85% CH3CN/water) to give (R)-tert-butyl 1-(3-acetamido-5-bromo-1H-pyrrolo[2,3-b]pyridin-4-yl)piperidin-3-ylcarbamate (543 mg, 77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178131B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-c09c4e0a194444838a072b7a00ac17d2 |
| Source note | uspto-grants-2012_05 |