Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 53669110 | HCID 53669110 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 70275202 | HCID 70275202 | — |
Reaction Steps
2-Chloro-6-(4-fluorophenyl-5-[4-(methylsulfonyl)phenyl]pyridine-3-carbonitrile (Example 7) (200 mg, 0.52 mMol) was added to freshly prepared sodium ethoxide (0.57 mMol) (from addition of sodium methyl to ethyl alcohol) in ethyl alcohol (50 ml) and heated to 65° C. for 3.5 hours. The reaction mixture was cooled to room temperature. Water (3 ml) was added and the mixture was concentrated. The product was partitioned between water (50 ml) and ethyl acetate (50 ml). The ethyl acetate portion was dried over sodium sulfate, filtered and concentrated to a solid. The product was purified by a silica gel chromatography to give a white solid: m.p. (DSC): 207.22° C. Anal. Calc'd. for C21H17N2 O3SF (396.44): C, 63.62; H, 4.32; N, 7.07. Found: C, 63.56; H, 4.32; N, 6.88.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05686470 |
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| Source dataset | uspto-grants-1997_11 |
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| ORD ID | ord-dbbfea91095e49e894c5d927d66bfead |
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| Source note | uspto-grants-1997_11 |
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