HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86652215, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-(Difluoromethyl)pyridin-3-amine | HCID 55281674 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 86652215 | HCID 86652215 | 77.9% |
Reaction Steps
A solution of the compound obtained in Step D (2.1 g) and N-bromo-succinimide (2.56 g) in acetonitrile (50 ml) was stirred at 0° C. for 10 minutes. The reaction mixture was poured into water and extracted several times with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and then concentrated in vacuo. Chromatography on silica gel (eluent: hexane/ethyl acetate 1:1) afforded 2-bromo-6-difluoromethyl-pyridin-3-yl-amine (2.5 g) as a solid. MS (ES+) 223/225 (MH+); 1H NMR (400 MHz, CDCl3) 4.38 (br s, 2H), 6.52 (t, 1H), 7.08 (d, 1H), 7.41 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193362B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-72cca2efee3a4e69b84cf0afdc5b8c6e |
| Source note | uspto-grants-2012_06 |