HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → 2-Phenoxymethyl-1-(4-trifluoromethylsulfanyl-benzyl)-1H-indole-5-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-(Trifluoromethylthio)benzyl bromide | HCID 2777882 | — |
| Reactant | 2-Phenoxymethyl-1H-indole-5-carboxylic acid methyl ester | HCID 59732213 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Phenoxymethyl-1-(4-trifluoromethylsulfanyl-benzyl)-1H-indole-5-carboxylic acid methyl ester | HCID 68463737 | — |
Reaction Steps
30 mg of 2-phenoxymethyl-1H-indole-5-carboxylic acid methyl ester were dissolved in 1 ml of THF and treated with 5 mg NaH (60%) at 0° C. for 15 min. 1.2 eq. of 1-bromomethyl-4-trifluoromethylsulfanyl-benzene were added and the reaction stirred for 1.5 h. The solvent was evaporated and the product extracted from methylenchloride/water. The product was purified by preparative HPLC. MS(ISP): 472.5 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07384945B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-8ae9c9914e6e45bca1f42e518d6c7da8 |
| Source note | uspto-grants-2008_06 |