Triethylamine → HCID 24949734, compound

HRID 1784365Notes

Reaction equation

HRID 1784365 reaction equation
C(N(CC)CC)C.[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17](=[O:26])[C:18]([N:20]2[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]2)=[O:19])=[CH:9]1.Cl[C:28]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)=[C:29]([C:32]#[N:33])[C:30]#[N:31]>CCO>[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]([C:17](=[O:26])[C:18]([N:20]2[CH2:21][CH2:22][N:23]([C:28]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[C:29]([C:32]#[N:33])[C:30]#[N:31])[CH2:24][CH2:25]2)=[O:19])=[CH:9]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 176977alpha-ChlorobenzylidenemalononitrileHCID 228881871-(1H-Indol-3-yl)-2-(1-piperazinyl)-1,2-ethanedione

Product 1

HCID 24949734HCID 24949734, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Triethyl amine (1 ml) was added into a solution of 1-(1H-indol-3-yl)-2-(piperazin-1-yl)ethane-1,2-dione (150 mg) and 2-(chloro(phenyl)methylene)malononitrile (110 mg) in EtOH (20 ml). After 16 hours at 115° C., the reaction mixture was cooled down. Then the solvents were removed to offer a residue which was purified using Shimadzu automated preparative HPLC System to afford 2-((4-(2-(1H-indol-3-yl)-2-oxoacetyl)piperazin-1-yl)(phenyl)methylene)malononitrile.

Workup

  1. temperaturethe reaction mixture was cooled down
  2. customThen the solvents were removed
  3. customwas purified

Sources & evidence

ORD record
ord-2fb5853c35e0466c892e595cb8d83626
Source dataset
uspto-grants-2009_03
Patent number
US07504399B2

Reaction notes

Loading…