HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → HCID 67388110, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Ethylamine hydrochloride | HCID 11198 | — |
| Reactant | HCID 58436623 | HCID 58436623 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67388110 | HCID 67388110 | 78% |
Reaction Steps
To a solution of 3-{[2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbonyl]-amino}-butyric acid (0.14 g, 0.33 mmol) in CH2Cl2 (5 mL) was added EDC (0.083 g, 0.43 mmol), 4-(dimethylamino)pyridine (0.053 g, 0.43 mmol), and ethylamine hydrochloride (0.035 g, 0.43 mmol). The reaction mixture was stirred at room temperature overnight then diluted with H2O and extracted with CH2Cl2. The combined organics were washed with brine, dried over Na2SO4 and concentrated. The residue was purified by SiO2 chromatography (2% MeOH/CH2Cl2) to obtain 0.114 g (78%) of 2-cyclopropyl-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (2-ethylcarbamoyl-1-methyl-ethyl)-amide as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481541B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-2d52bbdef73c4d49869f45df84870528 |
| Source note | uspto-grants-2013_07 |