Sodium Carbonate → 2-[4-(2-Methyl-2-propenyl)oxycarbonyl-1-piperazinyl]-1-phenylindole-3-carboxylic acid-4-methyl-piperazide

HRID 26212Notes

Reaction equation

HRID 26212 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]=2[N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)=[O:9])[CH2:4][CH2:3]1.[CH3:31][C:32](=[CH2:38])[CH2:33][O:34][C:35](Cl)=[O:36].C(=O)([O-])[O-].[Na+].[Na+]>C(Cl)Cl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]([C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[N:12]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]=2[N:25]2[CH2:26][CH2:27][N:28]([C:35]([O:34][CH2:33][C:32]([CH3:38])=[CH2:31])=[O:36])[CH2:29][CH2:30]2)=[O:9])[CH2:6][CH2:7]1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 170604Carbonochloridic acid, 2-methyl-2-propen-1-yl esterHCID 867364551-Phenyl-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-Piperazide

Product 1

HCID 867364622-[4-(2-Methyl-2-propenyl)oxycarbonyl-1-piperazinyl]-1-phenylindole-3-carboxylic acid-4-methyl-piperazideYield 94%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Reaction in analogy to Example 60 from 1-phenyl-2-(1-piperazinyl)-indole-3-carboxylic acid-4-methyl-piperazide and chloroformic acid-2-methyl-2-propenyl ester. After working up with methylene chloride and heated sodium carbonate solution, the crystalline residue of the organic phase was triturated with ether, suction-filtered and washed with ether. Melting point: 141°-143° C., yield: 94% of the theory.

Workup

  1. customthe crystalline residue of the organic phase was triturated with ether
  2. filtrationsuction-filtered
  3. washwashed with ether

Sources & evidence

ORD record
ord-e381dbed25564b1ea1a3f9b8d514b8c7
Source dataset
uspto-grants-1979_04
Patent number
US04148895

Reaction notes

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