HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-{4-[4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxymethyl]-2-methyl-phenyl}-propionic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(4-Iodomethyl-2-methyl-phenyl)-propionic acid methyl ester | HCID 57431974 | — |
| Reactant | 4-Isopropyl-2-[4-(trifluoromethyl)phenyl]thiazole-5-methanol | HCID 58765762 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-{4-[4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxymethyl]-2-methyl-phenyl}-propionic acid methyl ester | HCID 69470872 | 62.2% |
Reaction Steps
To a mixture of [4-Isopropyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-methanol (0.056 g, 0.18 mmol) and 3-(4-Iodomethyl-2-methyl-phenyl)-propionic acid methyl ester (0.070 g, 0.22 mol) in DMF (1 mL) is added sodium hydride (60% dispersion, 0.016 g, 0.67 mmol). After 3.5 h, water is added, and the mixture is extracted with EtOAc. The organics are dried with MgSO4 and concentrated. The crude material is purified by flash chromatography to yield the title compound (55 mg, 60%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07259175B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-4aba11daedae42cda1a16f8c20d5eaa3 |
| Source note | uspto-grants-2007_08 |