Dimethylformamide → HCID 178483462, compound

HRID 2236755Notes

Reaction equation

HRID 2236755 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])[C:5]2=[CH:14]OC.CN(C)C=O.[CH3:22][N:23]([CH3:29])[CH2:24][CH2:25][CH2:26][CH2:27][NH2:28]>CCOCC>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[NH:7][C:6](=[O:13])/[C:5]/2=[CH:14]\[NH:28][CH2:27][CH2:26][CH2:25][CH2:24][N:23]([CH3:29])[CH3:22]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 770634-DimethylaminobutylamineHCID 686927644-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dione

Product 1

HCID 178483462HCID 178483462, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 6-bromo-4-(methoxymethylene)-isoquinoline-1,3(2H,4H)-dione (70.5 mg, 0.25 mmole), dimethylformamide (2 mL) and N1,N1-dimethylbutane-1,4-diamine (29.1 mg, 0.25 mmole) is stirred at room temperature for one hour. The reaction mixture is diluted with ether, filtered and washed with fresh ether and dried to give a light salmon solid, 65.5 mg, (73% yield) MS (ES+): 366.2, (M+H).

Workup

  1. filtrationfiltered
  2. washwashed with fresh ether
  3. customdried
  4. customto give a light salmon solid, 65.5 mg, (73% yield)

Sources & evidence

ORD record
ord-2fb59d83c6f549e7a73894fca7ebf451
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…