4-(4-Methylpiperazin-1-yl)aniline → HCID 178480738, compound

HRID 2236604Notes

Reaction equation

HRID 2236604 reaction equation
CO[CH:3]=[C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[C:11]([N:14]3[CH:18]=[CH:17][CH:16]=[CH:15]3)[CH:12]=2)[C:7](=[O:19])[NH:6][C:5]1=[O:20].[CH3:21][N:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][C:31]([NH2:34])=[CH:30][CH:29]=2)[CH2:24][CH2:23]1>CN(C)C=O>[CH3:21][N:22]1[CH2:23][CH2:24][N:25]([C:28]2[CH:33]=[CH:32][C:31]([NH:34]/[CH:3]=[C:4]3\[C:5](=[O:20])[NH:6][C:7](=[O:19])[C:8]4[C:13]\3=[CH:12][C:11]([N:14]3[CH:18]=[CH:17][CH:16]=[CH:15]3)=[CH:10][CH:9]=4)=[CH:30][CH:29]=2)[CH2:26][CH2:27]1

Participants

4

Reactant 2

HCID 7372534-(4-Methylpiperazin-1-yl)anilineHCID 686931254-methoxymethylene-6-pyrrol-1-yl-4H-isoquinoline-1,3-dione

Product 1

HCID 178480738HCID 178480738, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 4-methoxymethylene-6-pyrrol-1-yl-4H-isoquinoline-1,3-dione, (100 mg, 0.3727 mmol), 4-(4-methyl-piperazin-1-yl)-phenylamine (71.3 mg, 0.3727 mmol) in 1 mL of N,N-dimethylformamide is heated at 100° C. for 0.5 h. After the solvent is evaporated, ether is added to the residue. The precipitate is collected, and washed with ether to give 122 mg (77%) of light brown solid mp 239-240° C.; HRMS (ESI) m/z calcd for C25H25N5O2 428.20811. found 428.20865 (M+H)+1, Analysis for C25H25N5O2 (0.6H2O), Calcd: C, 68.51; H, 6.02; N, 15.98. Found: C, 68.67; H, 5.85; N, 15.62.

Workup

  1. customAfter the solvent is evaporated
  2. additionether is added to the residue
  3. customThe precipitate is collected
  4. washwashed with ether

Sources & evidence

ORD record
ord-441783a896984caeaf470cfedf1db1b3
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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