HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-3-(cyclohexylmethoxy)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 3-(Cyclohexylmethoxy)pyridin-2-amine | HCID 13825890 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 5-Bromo-3-(cyclohexylmethoxy)pyridin-2-amine | HCID 86713408 | 81.4% |
Reaction Steps
To a solution of 2 g of 3-(cyclohexylmethoxy)pyridin-2-amine in 10 ml of acetic acid was added 1.90 g of N-bromosuccinimide over 30 minutes under ice-cooling, followed by stirring for 30 minutes under ice-cooling. To the reaction mixture were added water and ethyl acetate to carry out a layer separation operation. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 2.25 g of 5-bromo-3-(cyclohexylmethoxy)pyridin-2-amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447090B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-71b818eff00b4a15b4f2b33f482133f5 |
| Source note | uspto-grants-2016_09 |