HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 8-(2-Methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Amino-3-(2-methylbenzyloxy)pyrazine | HCID 13825975 | — |
| Reactant | 3-Mesyloxy-5-hexyn-2-one | HCID 14368346 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 8-(2-Methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine | HCID 13825967 | 3.8% |
Reaction Steps
Sodium bicarbonate (2.73 g) was added to a solution of 2-amino-3-(2-methylbenzyloxy)pyrazine (3.5 g) and 3-mesyloxy-5-hexyn-2-one (6.18 g) in ethanol (35 ml) and the mixture was refluxed for 12 hours. The mixture was poured into an aqueous solution of sodium bicarbonate and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (200 g) with a mixture of chloroform and methanol (50:1) as an eluent to give 8-(2-methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine (0.182 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04725601 |
| Source dataset | uspto-grants-1988_02 |
| ORD ID | ord-5a47df5726014329923daab875341450 |
| Source note | uspto-grants-1988_02 |