Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | HCID 86710033 | HCID 86710033 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 178439972 | HCID 178439972 | 82% |
Reaction Steps
7-Bromo-3-cyclohexyloxymethyl-2-isopropylimidazo[1,2-a]pyridine (50.0 mg, 0.142 mmol) obtained in step 3 of Example 28 was dissolved in DMA (1.0 mL), and the solution was stirred at 160° C. for 30 minutes after adding sodium thiomethoxide (80.0 mg, 1.14 mmol). After adding water to the reaction mixture, the reaction mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel chromatography (chloroform/methanol=95/5) to give 3-cyclohexyloxymethyl-2-isopropylimidazo[1,2-a]pyridine-7-thiol (35.3 mg, yield 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09000186B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-0f25ebb1704146a9ba0299994eab0e88 |
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| Source note | uspto-grants-2015_04 |
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