Dimethylformamide → HCID 178463977, compound

HRID 2236758Notes

Reaction equation

HRID 2236758 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.[CH2:22]([N:24]([CH2:30][CH3:31])[CH2:25][CH2:26][CH2:27][CH2:28][NH2:29])[CH3:23]>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:29][CH2:28][CH2:27][CH2:26][CH2:25][N:24]([CH2:30][CH3:31])[CH2:22][CH3:23]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 117976N,N-Diethyl-1,4-butanediamineHCID 686927644-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dione

Product 1

HCID 178463977HCID 178463977, compoundYield 26%

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-diethylbutane-1,4-diamine (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 light brown solid, 26.0 mg, (26% yield) MS (ES+): 394.2, (M+H).

Workup

  1. filtrationfiltered
  2. washwashed with fresh ether
  3. customdried
  4. customto give a light brown solid, 26.0 mg, (26% yield)

Sources & evidence

ORD record
ord-d37d5508efe64bbe8f3571d79a0e39a3
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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