Gamma-Aminobutyric Acid → HCID 178525482, compound

HRID 2236765Notes

Reaction equation

HRID 2236765 reaction equation
CO/[CH:3]=[C:4]1/[C:5](=[O:20])[NH:6][C:7](=[O:19])[C:8]2[C:13]/1=[CH:12][C:11]([N:14]1[CH:18]=[CH:17][CH:16]=[CH:15]1)=[CH:10][CH:9]=2.CN(C)C=O.[NH2:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31]>CCOCC>[O:19]=[C:7]1[C:8]2[C:13](=[CH:12][C:11]([N:14]3[CH:15]=[CH:16][CH:17]=[CH:18]3)=[CH:10][CH:9]=2)/[C:4](=[CH:3]/[NH:26][CH2:27][CH2:28][CH2:29][C:30]([OH:32])=[O:31])/[C:5](=[O:20])[NH:6]1

Participants

5

Reactant 3

HCID 119Gamma-Aminobutyric AcidHCID 6228DimethylformamideHCID 59299993(E)-4-(methoxymethylene)-6-(1H-pyrrol-1-yl)isoquinoline-1,3(2H,4H)-dione

Product 1

HCID 178525482HCID 178525482, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of (E)-4-(methoxymethylene)-6-(1H-pyrrol-1-yl)isoquinoline-1,3(2H,4H)-dione (201 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 beige solid, 215 mg, (84%), mp 230-40° C. dec; MS (ES+): m/z 338.1 (M+H).

Workup

  1. filtrationfiltered
  2. washwashed with fresh ether
  3. customdried
  4. customto give a beige solid, 215 mg, (84%), mp 230-40° C. dec

Sources & evidence

ORD record
ord-c21bbf5744ea4dfaad6346bf484bdca6
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

Loading…