HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 131726208, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 3-[(4-Chlorophenyl)sulfanyl]-2,5-dimethyl-1H-indole-4-carbonitrile | HCID 21077831 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 131726208 | HCID 131726208 | — |
Reaction Steps
To a stirred solution of sodium hydride (96.1 mg of 60% dispersion in mineral oil) in dry tetrahydrofuran (15 ml) was added 3-[(4-chlorophenyl)thio]-2,5-dimethyl-1H-indole-4-carbonitrile (400 mg) in dry tetrahydrofuran (5 ml). After 30 minutes the reaction was treated with methyl bromoacetate (177 μl) and stirring continued for 4 hours. The solvent was removed in vacuo, the residue redissolved in ethyl acetate, washed with water, brine, dried (MgSO4), evaporated in vacuo and the residue purified by flash column chromatography eluting with 1:1 ethyl acetate and iso-hexane mixture. The sub-title compound was obtained as a yellow solid (360 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07166607B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-7753c3b46f9b44ed9ae6238e11b9eea5 |
| Source note | uspto-grants-2007_01 |