Hydrogen Bromide → HCID 22631314, compound

HRID 2416567Notes

Reaction equation

HRID 2416567 reaction equation
C[O:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][N:7]=[CH:8]2.[NH2-:13].[Na+].C(OCC)(=O)C.[BrH:21]>C1(C)C(C)=CC=CC=1>[BrH:21].[NH2:13][C:8]1[C:9]2[C:4](=[C:3]([OH:2])[CH:12]=[CH:11][CH:10]=2)[CH:5]=[CH:6][N:7]=1

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 8857Ethyl AcetateHCID 24533Sodium amideHCID 137542835-Methoxyisoquinoline

Product 1

HCID 22631314HCID 22631314, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
140 °C

Procedure

900 mg (5.66 mmol) of 5-methoxyisoquinoline was dissolved in 20 ml of xylene. 4.26 ml (28.3 mmol) of N,N,N′,N′-tetramethylenediamine and 1.17 g (30.0 mmol) of sodium amide were added to the obtained solution, and they were stirred at 140° C. for 1 hour. After the treatment with ethyl acetate as the extraction solvent in an ordinary manner, 10 ml of hydrobromic acid was added to the obtained crude product and they were heated under reflux for 6 hours. The solvent was evaporated to obtain the title compound.

Workup

  1. customobtained crude product and they
  2. temperaturewere heated
  3. temperatureunder reflux for 6 hours
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-05099945b99247a3898bbdb77f995d57
Source dataset
uspto-grants-2004_11
Patent number
US06825181B1

Reaction notes

Loading…