HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59540559, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloromethyl 2-(trimethylsilyl)ethyl ether | HCID 2724271 | — |
| Reactant | HCID 59540809 | HCID 59540809 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59540559 | HCID 59540559 | 75.4% |
Reaction Steps
To a solution of 6-Methyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ethyl ester (108 mg) in 3 ml of DMF was added 60% NaH. After stirring 15 minutes, (2-Chloromethoxy-ethyl)-trimethyl-silane (108 mg) was added and the mixture stirred at rt for 14 h. The mixture was partitioned between water and diethylether. The organic phase was concentrated and purified by flash chromatography (9:1 Hexanes:Ethyl acetate). Obtain 110 mg of 6-Methyl-2-(3,4,5-trimethoxy-phenyl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ethyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008298B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-f96353e12c4649f39495e098751589bc |
| Source note | uspto-grants-2011_08 |