HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylamine → HCID 59375165, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | 4-Fluorobenzoyl chloride | HCID 67879 | — |
| Reactant | HCID 66606141 | HCID 66606141 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59375165 | HCID 59375165 | 68.4% |
Reaction Steps
Step 3 A solution of 3-bromo-2-fluoro-N-methylaniline (32 mg, 0.157 mmol) and diisopropylamine (0.055 mL, 0.314 mmol) in DCM (2 mL) was treated with 4-fluorobenzoyl chloride (0.028 mL, 0.235 mmol) and the mixture was stirred at rt for 2 h. The mixture was partitioned between DCM and NaHCO3 (aq). The organic phase was washed with brine, dried and concentrated. The residue was purified by column chromatography (eluting with a gradient from 90:10 to 80:20 hexane-EtOAc) to provide N-(3-bromo-2-fluorophenyl)-4-fluoro-N-methylbenzamide as a white solid (35 mg, 68%). Mass spectrum m/z 326, 328 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084620B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-c6d12c2a86284487a11d2a13a2b4e40d |
| Source note | uspto-grants-2011_12 |