Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 22672646 | HCID 22672646 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | HCID 22672630 | HCID 22672630 | 28% |
Reaction Steps
A mixture of 8-(2-hydroxy-6-methylbenzylamino)-2,3-dimethylimidazo[1,2-a]pyridine (0.068 g, 0.24 mmol) sodium carbonate (0.12 g, 1.1 mmol), and potassium hydroxide (0.019 g, 0.34 mmol) in acetone (12 ml) was stirred for 15 min in room temperature in a nitrogen atmosphere. Methyl chloroformate (0.023 g, 0.24 mmol) was added and the reaction mixture was stirred for 70 min. Methylene chloride was added and the mixture was filtred and the filtrate was evaporated under reduced pressure. The residue was solved in methylene chloride, washed with saturated sodium bicarbonate and water and the organic layer was separated, dried and evaporated under reduced pressure. The residue was purified by by column chromatography on silica gel using methylene chloride:methanol (100:5) as eluent and treated with HCl/diethyl ether to give 0.025 g (28%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06790960B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-a4a5cf6d97b546de9843ee125a49ea3a |
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| Source note | uspto-grants-2004_09 |
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