Dimethylformamide → HCID 178518292, compound

HRID 2236760Notes

Reaction equation

HRID 2236760 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.[O:22]1[CH2:27][CH2:26][N:25]([CH2:28][CH2:29][CH2:30][NH2:31])[CH2:24][CH2:23]1>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:31][CH2:30][CH2:29][CH2:28][N:25]1[CH2:26][CH2:27][O:22][CH2:23][CH2:24]1

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 61055N-(3-Aminopropyl)morpholineHCID 686927644-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dione

Product 1

HCID 178518292HCID 178518292, compoundYield 54%

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 3-morpholinopropan-1-amine (36.1 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 cream solid, 53.6 mg, (54% yield) MS (ES+): 394.2, (M+H).

Workup

  1. filtrationfiltered
  2. washwashed with fresh ether
  3. customdried
  4. customto give a cream solid, 53.6 mg, (54% yield)

Sources & evidence

ORD record
ord-c833c4892d3a48019cf4f13565765272
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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