HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole → HCID 9904878, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride | HCID 9795357 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 9904878 | HCID 9904878 | — |
Reaction Steps
Indole (117 mg, 1.0 mmol) dissolved in DMF (15 mL) was treated with NaH (48 mg, 2 mmol) and stirred for 30 minutes before the addition of the chloride from Step 1 (268 mg, 1 mmol). The mixture was stirred for 16 h, poured into water, extracted with EtOAc (3×), washed with aqueous NaHCO3 then brine, dried and evaporated to give an oil. Chromatography of this oil (silica gel; 2.5% MeOH in CHCl3) gave an oil which solidified when stirred in ether. Filtration afforded the title product as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05977134 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-3cdb31d3ee654a39b209bba7c23a0ad8 |
| Source note | uspto-grants-1999_11 |