HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-[1-({4-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-yl]-2,6-difluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,6-Difluoro-N-1H-pyrazol-4-ylbenzamide | HCID 43430657 | — |
| Reactant | 2,6-Difluoro-N-[1-({2-[(phenyloxy)methyl]phenyl}methyl)-1H-pyrazol-4-yl]benzamide | HCID 56967410 | — |
| Reactant | 1-(Bromomethyl)-4-chloro-2-[(phenylmethyl)oxy]benzene | HCID 66725425 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-[1-({4-Chloro-2-[(phenylmethyl)oxy]phenyl}methyl)-1H-pyrazol-4-yl]-2,6-difluorobenzamide | HCID 67517266 | — |
Reaction Steps
To 2,6-difluoro-N-1H-pyrazol-4-ylbenzamide (for a preparation see intermediate 2, 52 mg, 0.23 mmol) and potassium carbonate (65 mg, 0.47 mmol) was added a solution of 1-(bromomethyl)-4-chloro-2-[(phenylmethyl)oxy]benzene (74 mg, 0.27 mmol) in DMF (1 ml). The reaction was stirred overnight, under nitrogen and at ambient temperature. The suspension was filtered using a hydrophobic frit and the residue washed with methanol (1 ml). The filtrate was purified by MDAP (Method A) on Supelcosil ABZ+Plus column using acetonitrile-water with a formic acid modifier. The solvent was evaporated in vacuo to give the title compound (33 mg) as a white solid; LCMS (System 1): MH+=454, tRET=3.60 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09149462B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-01d2cc3ce5804a8a99308b1c483ed097 |
| Source note | uspto-grants-2015_10 |