HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Bromo-6-(difluoromethoxy)pyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | 6-(Difluoromethoxy)pyridin-3-amine | HCID 45090984 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Bromo-6-(difluoromethoxy)pyridin-3-amine | HCID 86652216 | — |
Reaction Steps
6-Difluoromethoxy-pyridin-3-yl-amine obtained in Step B (1.36 g) was treated with N-bromosuccinimide (1.51 g) in acetonitrile for 10 minutes. The solution was poured into water, extracted with ethyl acetate, the organic layer dried over sodium sulfate and concentrated in vacuo. Chromatography on silica gel (eluent: cyclohexane/ethyl acetate 7:3) afforded 2-bromo-6-difluoromethoxy-pyridin-3-yl-amine as a red oil. 1H NMR (400 MHz, CDCl3) 3.95 (br s, 2H), 6.72 (d, 1H), 7.07 (d, 1H), 7.24 (dd, Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193362B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-0dd6da55e05c4292b7711f681e3c8c89 |
| Source note | uspto-grants-2012_06 |