HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 67072271, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoate | HCID 16756990 | — |
| Reactant | HCID 21935930 | HCID 21935930 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67072271 | HCID 67072271 | 53.6% |
Reaction Steps
To a solution of 400 mg (1.22 mmol) 4-butyl-5-chloromethyl-2-(4-trifluoromethyl-phenyl)-pyrimidine (example 115C]) and 290 mg (1.22 mmol) 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) in 4 ml DMF was added 90 mg (2.06 mmol) of sodium hydride (55% in oil). The reaction mixture was stirred for 2 h at RT, taken up in ether and washed with 1N HCl and water. The crude product was purified by chromatography over silica gel with AcOEt/heptane 1:4 to provide 347 mg pure 2-{4-[4-butyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115611B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-70b2b212311648bfbdeaad8eb07d1570 |
| Source note | uspto-grants-2006_10 |