HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-bromobutanimide → 2-Amino-5-bromo-3-(hydroxymethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | (2-Aminopyridin-3-yl)methanol | HCID 11159325 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Amino-5-bromo-3-(hydroxymethyl)pyridine | HCID 10891366 | 78% |
Reaction Steps
To a solution of 2-amino-3-(hydroxymethyl)pyridine (13.0 g, 116.0 mmole) in CH2Cl2 (300 mL) at RT was added NBS (22.71 g, 127.6 mmole). After stirring at RT for 45 min the reaction solution was concentrated and the residue was dissolved in CHCl3. The resulting suspension was filtered and the filtrate was concentrated to a dark oil. Purification on silica gel (EtOAc) afforded the title compound (78%, 18.36 g) as a tan solid: MS (ES) m/e 204 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173646B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-6c6404a8629c461880079970853c653c |
| Source note | uspto-grants-2012_05 |