HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86652368, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Reactant | 5-Bromopyridine-2,3-diamine | HCID 691156 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86652368 | HCID 86652368 | — |
Reaction Steps
Acetic acid (304 μl) and cyclopropanecarbaldehyde (406 μl) were added to a solution of 2,3-diamino-5-bromopyridine (1000 mg) in dichloromethane (25 ml) at room temperature, followed by stirring for 1 hour. Sodium tetrahydroborate (604 mg) was added to the reaction solution under ice-cooling, and the mixture was stirred with warming to room temperature for 22 hours. The reaction solution was extracted by adding a saturated aqueous sodium bicarbonate solution and dichloromethane. The resulting organic layer was washed with brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting residue was purified by flash column chromatography to give the title compound (286 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785438B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-500ef9f01ada4b1b98bbe9aab5186809 |
| Source note | uspto-grants-2014_07 |