Ethyl cyanoacetate → HCID 57229550, compound

HRID 1957233Notes

Reaction equation

HRID 1957233 reaction equation
[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([CH:17]=O)=[C:9]1Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])#[N:21].[NH:28]1[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]1>CCO>[CH2:1]([N:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]2[CH:17]=[C:22]([C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:20]([N:28]3[CH2:33][CH2:32][CH2:31][CH2:30][CH2:29]3)=[N:21][C:9]1=2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 105639332-Chloro-1-benzyl-1H-indole-3-carboxaldehyde

Product 1

HCID 57229550HCID 57229550, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a slurry of 1.35 g of 1-benzyl-2-chloroindole-3-carbaldehyde in 30 ml abs. EtOH was added 1 ml of ethyl cyanoacetate and 3.5 ml of piperidine, and the mixture was stirred at room temperature for 2.5 days. 30 ml of ice/water was added, and the precipitate was isolated by filtration and dried to give (1b). Yield 1.6 g of (1b), m.p. 155°-156° C.

Workup

  1. customthe precipitate was isolated by filtration
  2. customdried

Sources & evidence

ORD record
ord-82ad8c6ecb854840ba6f2608053531ef
Source dataset
uspto-grants-1998_07
Patent number
US05783575

Reaction notes

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