HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → (5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Chloromethyl)-5-methyl-1H-imidazole--hydrogen chloride (1/1) | HCID 12456208 | — |
| Reactant | 4-[4-(Methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2-ylformamide | HCID 86588372 | — |
| Product | (5-methyl-1H-imidazol-4-yl)methyl[4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2yl]formamide | HCID 69565578 | — |
Reaction Steps
To a stirred solution of 4-[4-(methylsulfonyl)phenyl]-6-(trifluoromethyl)pyrimidin-2-ylformamide (0.5 g, 1.54 mmol) in dry dimethylformamide (10 ml) under N2 was added sodium hydride (60% dispersion in oil, 0.16 g). The mixture was stirred for 30 mins, 4-(chloromethyl)-5-methyl-1H-imidazole, hydrochloride (0.283 g) was added and stirring was then continued at room temp for 18 h. The mixture was then partitioned between water and ethyl acetate. The extracts were dried (Na2SO4) and evaporated. The residue was then triturated with diethyl ether giving the crude title compound as a pale yellow solid (0.27 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06780870B2 |
| Source dataset | uspto-grants-2004_08 |
| ORD ID | ord-a7b13d90e138458ca8cefda020f17ec7 |
| Source note | uspto-grants-2004_08 |