HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 54596602, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,6-Difluorobenzoyl chloride | HCID 87438 | — |
| Reactant | HCID 67467356 | HCID 67467356 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54596602 | HCID 54596602 | 28% |
Reaction Steps
To a solution of 71 (11 mg, 0.05 mmol) in CH2Cl2 (10 ml) was added N,N-diisopropylethylamine (DIEA, 26 mg, 36 μL, 0.2 mmol), 4-dimethylaminopyridine (DMAP, 0.6 mg, 0.05 mmol). The 2,6-difluorobenzoyl chloride (15 mg, 0.08 mmol) was dropped into above solution. The mixture was stirred for 2 h at room temperature. The reaction was quenched with saturated NaHCO3 (20 ml) and extracted with EtOAc. The dicarboxamide was hydrolyzed with 1M NaOH in THF and MeOH (1:1). The product was purified by HPLC and afforded 72 (5 mg, 28%) as yellow solid. LC-MS: calcd. for C21H15F2N3O2: 380 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08754219B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-607db943757f4e4e8782beafe884e216 |
| Source note | uspto-grants-2014_06 |