HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoyl chloride → N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoyl chloride | HCID 7412 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one | HCID 59579453 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-benzamide | HCID 24785069 | — |
Reaction Steps
5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one (50 mg, 0.0002 mol), benzoyl chloride (36 mg, 0.00026 mol) and N,N-diisopropylethylamine (110 mg, 0.00086 mol) were stirred in methylene chloride (3 mL, 0.05 mol) at room temperature for 2 hours. The mixture was diluted with CH2Cl2 (20 mL) and the organic layer was separated and washed with NaHCO3 (10 mL), dried over Na2SO4, and purified via flash column chromatography (12 g of silica gel, 10% MeOH/CH2Cl2) to give the product as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546579B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-1c61e1c981894fe38d119ef3be83c2c3 |
| Source note | uspto-grants-2013_10 |