Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl Sulfide | HCID 1068 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68546142 | HCID 68546142 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68546834 | HCID 68546834 | — |
Reaction Steps
Dissolve 4-(7-thien-3-yl-imidazo[1,2-a]pyridin-3-yl)-benzonitrile (0.087 g, 0.29 mmol) in THF (8 mL). To the solution add a BH3.Me2S solution (2 M, 1.0 mL, 2.0 mmol) at room temperature. Stir the solution for 15 minutes and then heat at 50° C. for 3.5 hours. Cool the mixture at 0° C. and acidify to pH=1 slowly and stir for 30 minutes. Make the reaction mixture basic with solid NaOH to pH=12-14, followed by extraction with ethyl acetate. Wash the extracts with saturated aqueous saturated sodium chloride, dry over MgSO4, filter and evaporate to afford 0.070 g. MS(ES), m/z 306 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07666879B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-9fc51950ab2f4a1080bfa5e0ed9ac6cd |
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| Source note | uspto-grants-2010_02 |
|---|