1-(1-chloro-6-methoxy-4-phenylisoquinolin-3-yl)-N,N-dimethylmethanamine → 1-[6-Methoxy-1-(methylsulfonyl)-4-phenylisoquinolin-3-yl]-n,n-dimethylmethanamine

HRID 639876Notes

Reaction equation

HRID 639876 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:12][CH3:13])=[CH:9][CH:10]=2)[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[C:4]([CH2:20][N:21]([CH3:23])[CH3:22])[N:3]=1.[CH3:24][S:25]([O:27][Na])=[O:26]>CN(C=O)C>[CH3:13][O:12][C:8]1[CH:7]=[C:6]2[C:11](=[CH:10][CH:9]=1)[C:2]([S:25]([CH3:24])(=[O:27])=[O:26])=[N:3][C:4]([CH2:20][N:21]([CH3:23])[CH3:22])=[C:5]2[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

4

Reactant 2

HCID 117389161-(1-chloro-6-methoxy-4-phenylisoquinolin-3-yl)-N,N-dimethylmethanamineHCID 178504973HCID 178504973, compound

Product 1

HCID 114628491-[6-Methoxy-1-(methylsulfonyl)-4-phenylisoquinolin-3-yl]-n,n-dimethylmethanamine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-(1-chloro-6-methoxy-4-phenylisoquinolin-3-yl)-N,N-dimethylmethanamine (75 mg), 1 mL DMF, and MeSO2Na (41 mg) was stirred at 80 C for 48 h, then at 100 C for 96 h. The solution was cooled and purified directly by reverse-phase HPLC to give the titled compound.

Workup

  1. waitat 100 C for 96 h
  2. temperatureThe solution was cooled
  3. custompurified directly by reverse-phase HPLC

Sources & evidence

ORD record
ord-0a0a946d7c5749b1aebd3fceb7a49715
Source dataset
uspto-grants-2010_04
Patent number
US07691879B2

Reaction notes

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