Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 70979962 | HCID 70979962 | — |
| Product | HCID 66571722 | HCID 66571722 | 12% |
Reaction Steps
HCl (37%, 4 ml) is added to ethyl 5-(2,2-difluoroethenyl)-3-{[2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl}-2-oxoimidazolidine-1-carboxylate a22 (226 mg, 0.48 mmol) at room temperature then stirred at 100° C. for 60 h. After cooling and neutralization by sodium carbonate, the reaction mixture is extracted with CH2Cl2 (2×30 ml), dried over MgSO4, filtered and condensed under reduced pressure. The residue is purified by chromatography (basic conditions; gradient; eluent: H2O/CH3CN/NH4CO3/NH4OH 95/5/0.1/0.005 to 40/60/0.1/0.005; 7 min) to afford 25 mg of pure 4-(2-chloro-2,2-difluoroethyl)-1-{[2-(hydroxymethyl)-6-(trifluoromethyl)-imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl}imidazolidin-2-one 18.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08957218B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-325aae3ddf904eaf9ad9b1fc49ba3459 |
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| Source note | uspto-grants-2015_02 |
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