HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 66614711, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Anthranilamide | HCID 6942 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 66608971 | HCID 66608971 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66614711 | HCID 66614711 | 64.5% |
Reaction Steps
To sodium 2,2-difluoro-2-(5-fluoropyrimidin-2-yl)acetate (400 mg, 1.87 mmol), HATU (850 mg, 2.24 mmol), and 2-aminobenzamide (305 mg, 2.24 mmol) was added DMF (7 mL) and the mixture was stirred at rt overnight. The mixture was diluted with EtOAc and washed with saturated aq NH4Cl, saturated aq NaHCO3, and brine. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel chromatography eluting with 0-12% MeOH/DCM to afford 2-(2,2-difluoro-2-(5-fluoropyrimidin-2-yl)acetamido)benzamide (374 mg, 44%); LC-MS (ESI) m/z 333 (M+Na)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633207B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-c11421964c3341b4b4c45d84021831c0 |
| Source note | uspto-grants-2014_01 |