HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluorobenzoyl chloride → HCID 89443345, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluorobenzoyl chloride | HCID 74376 | — |
| Reactant | HCID 89462331 | HCID 89462331 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 89443345 | HCID 89443345 | 45.6% |
Reaction Steps
To a solution of (3-amino-2,6-difluorophenyl)(quinoxalin-6-yl)methanone (40 mg, 0.14 mmol, 1.0 eq.) in DCM (5 mL) were added TEA (31 mg, 0.28 mmol, 2.0 eq.) and 3-fluorobenzoyl chloride (22 mg, 0.14 mmol, 1.0 eq.). The resulting mixture was stirred at rt for 1 h, then concentrated. The residue was purified via flash column chromatography (PE/EA=2/1, v/v) to afford N-(2,4-difluoro-3-(quinoxaline-6-carbonyl)phenyl)-3-fluorobenzamide (26 mg, 45%). LRMS (M−H+) m/z calculated 406.1. found 406.1. 1H NMR (CDCl3, 400 MHz) δ 8.88-8.90 (dd, 2H), 8.55-8.60 (m, 1H), 8.43 (s, 1H), 8.33-8.35 (m, 1H), 8.19-8.21 (m, 1H), 7.88 (s, 1H), 7.54-7.57 (m, 2H), 7.40-7.45 (m, 1H), 7.22-7.24 (m, 1H), 7.04-7.09 (t, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249110B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-122d592fb5c44281b76b78a466a1e41d |
| Source note | uspto-grants-2016_02 |