Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | (Diethylamino)sulfur trifluoride | HCID 123472 | — |
| Reactant | HCID 69020984 | HCID 69020984 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 69018943 | HCID 69018943 | — |
Reaction Steps
Add (diethylamino)sulfur trifluoride (145 uL, 1.1 mmol) to 4-cyano-3-{4-[2-(3-cyano-phenyl)-1-hydroxy-ethyl]-phenyl}-5-ethyl-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester (0.427 g, 1.0 mmol, prepared in example E-163) in methylene chloride with stirring at −78° C. After 30 minutes, gradually allow the reaction mixture to warm to ambient temperature. After 2 hours, pour the reaction mixture into water and extract with methylene chloride. Combine the organic extracts, wash with water and brine, dry over anhydrous magnesium sulfate, filter, and concentrate under reduced pressure. Purify the residue by flash chromatography eluting with ethyl acetate:hexanes to provide the title compound. Mass spectrum (m/e): 430.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07625932B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-4763138781fc415eaf1dd5f861b45682 |
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| Source note | uspto-grants-2009_12 |
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