HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2-Ethoxycarbonylfuran-5-yl)-1-(4-fluorobenzyl)-5-methanesulfonyl-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Fluorobenzyl bromide | HCID 68021 | — |
| Reactant | HCID 22504378 | HCID 22504378 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(2-Ethoxycarbonylfuran-5-yl)-1-(4-fluorobenzyl)-5-methanesulfonyl-indole | HCID 22504434 | — |
Reaction Steps
To a solution of the compound obtained in Example 29 (3) (0.0457 g) in N,N-dimethylformamide (1.4 ml), 60% sodium hydride (0.006 g) was added at 0° C. under nitrogen atmosphere and the mixture was stirred for 15 minutes, followed by addition of 4-fluorobenzyl bromide (0.02 ml), and the mixture was stirred for 1 hour. The reaction solution was then poured into water and extracted with ethyl acetate. The organic layer was washed with a saturated aqueous NaCl solution, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The resulting residue was separated using silica gel column chromatography (hexane ethyl acetate=1:1) to obtain 0.0403 g of the desired product as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07612070B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-8ad5e5b7a0a64ecd8cd131b47c841eca |
| Source note | uspto-grants-2009_11 |