HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-2-p-tolyl-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | p-Tolylacetic acid | HCID 248474 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| 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]-2-p-tolyl-acetamide | HCID 24785068 | 27.5% |
Reaction Steps
5-Amino-2-(2-dimethylamino-ethyl)-2H-isoquinolin-1-one (50 mg, 0.2 mmol), HATU (99 mg, 0.26 mmol), p-tolylacetic acid (39 mg, 0.26 mmol) and DIPEA (110 mg, 0.86 mmol) were stirred in methylene chloride (3 mL) at room temperature for 18 hours. The mixture was purified via flash chromatography (12 g of silica gel, 0-10% MeOH/CH2Cl2 gradient) gave N-[2-(2-Dimethylamino-ethyl)-1-oxo-1,2-dihydro-isoquinolin-5-yl]-2-p-tolyl-acetamide as a white solid (20 mg, 0.055 mmol, 27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546579B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-84cfb8f6ef094c54a716eb61700721ac |
| Source note | uspto-grants-2013_10 |