Piperidine → HCID 178518452, compound

HRID 1637953Notes

Reaction equation

HRID 1637953 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:41]=[CH:40][C:31]([CH2:32][CH:33]2[S:37][C:36](=[O:38])[NH:35][C:34]2=[O:39])=[CH:30][CH:29]=1.N1CCCCC1.CCO.O>CN(C=O)C>[O:38]=[C:36]1[NH:35][C:34](=[O:39])[CH: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:41][CH:40]=2)[S:37]1

Participants

6

Reactant 4

HCID 8082PiperidineHCID 27683775-[(4-Aminophenyl)methyl]-1,3-thiazolidine-2,4-dioneHCID 19096565Water ethanolHCID 542801041-Acetyl-3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone

Product 1

HCID 178518452HCID 178518452, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Prepared by reacting 1-acetyl-3-{1-ethoxy-1-phenylmethylidene}-5-nitro-2-indolinone with 1.2 equivalents of 5-(4-amino-benzyl)-thiazolidin-2,4-dione in DMF (120° C., 1 hour), subsequent treatment with 6.7 equivalents of piperidine (20° C., 1 hour), evaporation in vacuo and trituration with EtOH/water (1:1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-74083151a1ba407cab6eff6facab3c05
Source dataset
uspto-grants-2000_03
Patent number
US06043254

Reaction notes

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