HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Bromo-1-(bromomethyl)-2-chlorobenzene → 6-[2-(4-Bromo-2-chloro-phenyl)-acetyl]-7-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Bromo-1-(bromomethyl)-2-chlorobenzene | HCID 21914486 | — |
| Reactant | 7-fluoro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid | HCID 66697266 | — |
| Reactant | 3-Methyl-2-oxo-2,3-dihydro-benzooxazole-6-carbonyl chloride | HCID 86645879 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Product | 6-[2-(4-Bromo-2-chloro-phenyl)-acetyl]-7-fluoro-4-methyl-4H-benzo[1,4]oxazin-3-one | HCID 66697405 | — |
Reaction Steps
In analogy to Example 49, step 1, 7-fluoro-4-methyl-3-oxo-3,4-dihydro-2H-benzo[1,4]oxazine-6-carboxylic acid was converted to the acid chloride and subsequently reacted with 4-bromo-1-bromomethyl-2-chloro-benzene in the presence of zinc and tetrakis(triphenylphosphine)palladium(0) to give the title compound as an off-white solid. MS (m/e)=412.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268820B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-1e83d43de990493da5bb8f5faeb21831 |
| Source note | uspto-grants-2012_09 |