HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889426Generated: November 3, 2026
Sodium hydride → 4'-{[6-ethyl-3-[2-(4-fluorophenyl)-2-oxoethyl]-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrile
https://huagongshe.com/reaction/1889426
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromo-1-(4-fluorophenyl)ethan-1-one | HCID 96749 | — |
| Reactant | 4'-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]biphenyl-2-carbonitrile | HCID 59351770 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4'-{[6-ethyl-3-[2-(4-fluorophenyl)-2-oxoethyl]-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrile | HCID 59351653 | 69.1% |
Reaction Steps
To a solution of 4′-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]biphenyl-2-carbonitrile (1.50 g), 2-bromo-1-(4-fluorophenyl)ethanone (1.01 g) in DMF (50 ml) was added under ice-cooling 60% sodium hydride (0.093 g) and the mixture was stirred at 70° C. for 1 hr. The solvent was concentrated, water was added, and the mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Silica gel column chromatography gave the title compound as a colorless solid (1.40 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08501750B2 |
|---|
| Source dataset | uspto-grants-2013_08 |
|---|
| ORD ID | ord-32f7f0e54360454788fe463182d7e039 |
|---|
| Source note | uspto-grants-2013_08 |
|---|