HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 58316762, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 5-Chloro-1H-pyrrolo[2,3-b]pyridin-4-amine | HCID 26076451 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 58316762 | HCID 58316762 | 69% |
Reaction Steps
In a round bottom flask, 5-chloro-1H-pyrrolo[2,3-b]pyridin-4-ylamine (22, 0.21 g, 1.25 mmol) is combined with 3.5 mL of ethanol, acetic acid (0.38 g, 6.25 mmol), silica bound sodium cyanoborohydride (1.1 g, 1.02 mmol), and cyclopropanecarbaldehyde (23, 0.26 g, 4 mmol). The reaction mixture was stirred over night at room temperature, heated up to 145° C. until the reaction was complete, filtered, concentrated, and purified by flash chromatography to provide compound as a solid (24, 0.191 g; yield=69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08673928B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-2388f06458044909afcd41a050baa81d |
| Source note | uspto-grants-2014_03 |