HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium borohydride → (4-(Cyclopropyl(6-methoxypyridin-3-yl)methoxy)-3-methoxyphenyl)methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 4-(Cyclopropyl(6-methoxypyridin-3-yl)methoxy)-3-methoxybenzonitrile | HCID 118113961 | — |
| Catalyst | Dichlorocobalt hexahydrate | HCID 517166 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (4-(Cyclopropyl(6-methoxypyridin-3-yl)methoxy)-3-methoxyphenyl)methanamine | HCID 118113995 | 99% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
To a stirred 0° C. solution of 4-(cyclopropyl(6-methoxypyridin-3-yl)methoxy)-3-methoxybenzonitrile (2.50 g, 8.06 mmol) in ethanol (20 mL) was added cobalt(II) chloride hexahydrate (2.20 g, 9.25 mmol) in small portions. The resulting mixture was allowed to stir at 0° C. After 30 min, the mixture was treated with sodium borohydride (1.80 g, 47.58 mmol) added in small portions. The mixture was allowed to warm to room temperature. After 30 min, the mixture was filtered through Celite, and the filtercake was washed with ethanol (20 mL). The filtrate was concentrated to provide 2.50 g (99%) of (4-(cyclopropyl(6-methoxypyridin-3-yl)methoxy)-3-methoxyphenyl)methanamine as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09174986B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-44d5a051deca435cbeb3c4d4012ea9a5 |
| Source note | uspto-grants-2015_11 |