HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Methyl 4-(8-((2,4-dimethoxybenzyl)amino)-3-(2-methoxy-2-oxoethyl)imidazo[1,5-a]pyrazin-1-yl)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 90303953 | HCID 90303953 | — |
| Solvent | Hydrochloride methanol | HCID 21893726 | — |
| Product | Methyl 4-(8-((2,4-dimethoxybenzyl)amino)-3-(2-methoxy-2-oxoethyl)imidazo[1,5-a]pyrazin-1-yl)benzoate | HCID 90304136 | 86% |
Reaction Steps
To a solution of methyl 4-(3-(cyanomethyl)-8-((2,4-dimethoxybenzyl)amino)imidazo[1,5-a]pyrazin-1-yl)benzoate (12 g, 26.2 mmol) in HCl/MeOH (150 mL) was stirred at RT for 2 hrs. After the reaction was completed, the mixture was neutralized with aq NaHCO3 and extracted with EA and water. The organic layer was dried and concentrated. The residue was purified by column chromatography on silica gel eluted with PE:EA:DCM=2:1:1 to give methyl 4-(8-((2,4-dimethoxybenzyl)amino)-3-(2-methoxy-2-oxoethyl)imidazo[1,5-a]pyrazin-1-yl)benzoate (11 g, yield 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09446130B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-d300065d0ffc40edb5a8104e4fa61120 |
| Source note | uspto-grants-2016_09 |