Gamma-Aminobutyric Acid → HCID 178525481, compound

HRID 2236764Notes

Reaction equation

HRID 2236764 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.[NH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27]>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:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27]

Participants

5

Reactant 3

HCID 119Gamma-Aminobutyric AcidHCID 6228DimethylformamideHCID 68692760(E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione

Product 1

HCID 178525481HCID 178525481, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of (E)-6-bromo-4-(methoxymethylene)isoquinoline-1,3(2H,4H)-dione (212 mg, 0.75 mmole), dimethylformamide (5 mL), and 4-aminobutanoic acid (78 mg, 0.75 mmole) is stirred at room temperature for 1 hour. The reaction mixture is diluted with ether, filtered, washed with fresh ether and dried to give a salmon solid, 164 mg, (61%), mp 260-2° C. dec; MS (ES+): m/z 353.0 (M+H).

Workup

  1. filtrationfiltered
  2. washwashed with fresh ether
  3. customdried
  4. customto give a salmon solid, 164 mg, (61%), mp 260-2° C. dec

Sources & evidence

ORD record
ord-4de3f1850c81473ca0b09cee00498ef3
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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