Dimethylformamide dimethyl acetal → HCID 68695722, compound

HRID 2236933Notes

Reaction equation

HRID 2236933 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][C:7](=[O:12])[NH:8][CH2:9]2)=[CH:4][CH:3]=1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>CN(C)C=O>[Br:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6](=[CH:15][N:16]([CH3:18])[CH3:17])[C:7](=[O:12])[NH:8][CH2:9]2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 529828707-Bromo-1,4-dihydroisoquinolin-3(2H)-one

Product 1

HCID 68695722HCID 68695722, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

To a suspension of 7-bromo-1,4-dihydro-2H-isoquinolin-3-one (450 mg, 2 mmol) in 1 mL of N,N-dimethylformamide is added N,N-dimethylformamide dimethylacetal (954 mg, 8 mmol). The reaction mixture is heated in a microwave at 100° C. for 10 min. The reaction mixture is then filtered and washed with N,N-dimethylformamide to give 356 mg of 7-bromo-4-dimethylaminomethylene-1,4-dihydro-2H-isoquinolin-3-one.

Workup

  1. filtrationThe reaction mixture is then filtered
  2. washwashed with N,N-dimethylformamide

Sources & evidence

ORD record
ord-3bf25022af0a44baba0adbf981e612bb
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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