Water → HCID 178517251, compound

HRID 1637949Notes

Reaction equation

HRID 1637949 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=2)[C:6](=[C:16](OCC)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:5]1=[O:26])(=O)C.[NH2:27][C:28]1[CH:39]=[CH:38][C:31]([CH2:32][C:33]2[N:34]=[CH:35][NH:36][CH:37]=2)=[CH:30][CH:29]=1.N1CCCCC1.O>CN(C=O)C>[NH:36]1[CH:37]=[C:33]([CH2:32][C:31]2[CH:30]=[CH:29][C:28]([NH:27]/[C:16](=[C:6]3\[C:5](=[O:26])[NH:4][C:12]4[C:7]\3=[CH:8][C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=4)/[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[CH:39][CH:38]=2)[N:34]=[CH:35]1

Participants

6

Reactant 4

HCID 962WaterHCID 8082PiperidineHCID 542801041-Acetyl-3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinoneHCID 178507529HCID 178507529, compound

Product 1

HCID 178517251HCID 178517251, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared by reacting 1-acetyl-3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone with 1.45 equivalents of 4-(4-amino-benzyl)-1H-imidazole in DMF (100° C., for 2 hours), subsequent treatment with 5 equivalents of piperidine (20° C., 1 hour) and precipitation with water.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-73b7a89afed94fb184153c32be9a4367
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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