Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 5460980 | HCID 5460980 | — |
| Reactant | HCID 58752311 | HCID 58752311 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69307662 | HCID 69307662 | — |
Reaction Steps
2-[4-(4-Fluorophenyl)-1-methyl-5-pyridin-4-yl-1H-imidazol-2-ylsulfanyl]acetic acid (2 mmol/0.688 g) is dissolved in 100 ml of absolute tetrahydrofuran (THF), carbonyldiimidazole (2 mmol/0.324 g) is added and the mixture is stirred at room temperature until the evolution of carbon dioxide has ceased. Ethyl ss-alaninate (2 mmol) is then added, and the mixture is heated under reflux for 2 h. The mixture is then poured into 400 ml of 1 N Na2CO3 solution and concentrated in a rotary evaporator. The residue is extracted 3 times with in each case 150 ml of dichloromethane/ethanol 1:1, dried over sodium sulfate and concentrated in a rotary evaporator. The residue is dissolved in a little acetone and re-precipitated using diethyl ether. The precipitate formed is filtered off with suction and dried over P2O5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07442713B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-810506c294454440a2ce2a7cd3a3d22a |
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| Source note | uspto-grants-2008_10 |
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