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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908313Generated: October 27, 2026

N,N-Dimethyl-1,3-propanediamine → 5-bromo-N-(3-(dimethylamino)propyl)isoquinolin-1-amine

https://huagongshe.com/reaction/908313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-Dimethyl-1,3-propanediamineHCID 7993—
Reactant5-Bromo-1-chloroisoquinolineHCID 21192497—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
SolventDichloromethaneHCID 6344—
Product5-bromo-N-(3-(dimethylamino)propyl)isoquinolin-1-amineHCID 6738682825%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017601B2
Source datasetuspto-grants-2011_09
ORD IDord-f5e6dd56f0594a518598c5d20720a23f
Source noteuspto-grants-2011_09