HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethyl-1,3-propanediamine → 5-bromo-N-(3-(dimethylamino)propyl)isoquinolin-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethyl-1,3-propanediamine | HCID 7993 | — |
| Reactant | 5-Bromo-1-chloroisoquinoline | HCID 21192497 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-bromo-N-(3-(dimethylamino)propyl)isoquinolin-1-amine | HCID 67386828 | 25% |
Reaction Steps
To a microwave vial containing 5-bromo-1-chloroisoquinoline (Step 3, 0.300 g, 1.2 mmol), dissolved in pyridine (3 mL), was added Dimethylaminopropyl-amine (0.16 mL, 1.3 mmol). The mixture was placed into CEM Microwave for 8 minutes at 100° C., while supplying 80 Watts of power via power-max. The mixture was diluted with DCM and water, and extracted with DCM (3×10 mL). Then dried organics (over sodium sulfate) was filtered, and concentrated in-vacuo. It was then purified by Amino-Propyl Silica-gel chromatography in MeOH/DCM. This gave tan colored oil, which was titled product (0.085 g, 0.3 mmol). MS (ESI pos. ion) m/z: 309; 310 (M+H). Calc'd Exact Mass for C14H18N3Br: 308
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08017601B2 |
| Source dataset | uspto-grants-2011_09 |
| ORD ID | ord-f5e6dd56f0594a518598c5d20720a23f |
| Source note | uspto-grants-2011_09 |