HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-N-methylpyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Bromo-N-methylpyridin-2-amine | HCID 15645663 | 24% |
Reaction Steps
A solution of 5-bromo-2-fluoropyridine (2.5 g, 14 mmol) in THF (50 mL) was stirred with a solution of methylamine in THF (c=2 mol/L) (35 mL, 70 mmol) at 23° C. for 16 h. Water was added and the mixture was extracted with ether, the organic layer was dried over Na2SO4. Removal of the solvent in vacuum left a residue which was purified by silica gel column chromatography with heptane/ether, followed by trituration with heptane to give the title compound as a white solid (630 mg, 24%). MS (ISP) 187.1 [(M+H)+], 189.2 [(M+2+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446113B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-e6696ee166944486ba6ca70669f0c348 |
| Source note | uspto-grants-2008_11 |