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1-Methylpiperazine → (3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[2-(4-methyl-1-piperazinyl) ethyl]-5phenyl-2H-1,4-benzodiazepine-2-one

HRID 1073715
Notes
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Reaction equation

HRID 1073715 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([NH:12][CH:13]1[N:19]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=2[N:15]([CH2:30][CH2:31]Br)[C:14]1=[O:33])=[O:11].[CH3:34][N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>C(OC(C)C)(C)C>[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[C:2]1[C:10]([NH:12][CH:13]1[N:19]=[C:18]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]2[CH:26]=[CH:27][CH:28]=[CH:29][C:16]=2[N:15]([CH2:30][CH2:31][N:38]2[CH2:39][CH2:40][N:35]([CH3:34])[CH2:36][CH2:37]2)[C:14]1=[O:33])=[O:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 531671-MethylpiperazineHCID 20097467(3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-(2-bromoethyl)-5-phenyl-2H-1, 4-benzodiazepine-2-one

Product 1

HCID 14800325(3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[2-(4-methyl-1-piperazinyl) ethyl]-5phenyl-2H-1,4-benzodiazepine-2-one

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Procedure

A mixture of (3RS)-1,3-dihydro-3-(2-indolylcarbonylamino) -1-(2-bromoethyl)-5-phenyl-2H-1,4-benzodiazepine-2-one (0.3 g) and 1-methylpiperazine (3.0 ml) was stirred for 4.0 hours at room temperature aND diisopropyl ether (20 ml) was added thereto. The resultant precipitates were collected by filtration and dissolved in diluted hydrochloric acid. The solution was adjusted to pH 7 with an aqueous solution of sodium bicarbonate and the resultant precipitates were collected by filtration to give (3RS)-1,3-dihydro-3-(2-indolylcarbonylamino)-1-[2-(4-methyl-1-piperazinyl)ethyl]-5-phenyl-2H-1,4-benzodiazepine-2-one (0.20 g).

Workup

  1. additionwas added
  2. customThe resultant precipitates
  3. filtrationwere collected by filtration
  4. dissolutiondissolved in diluted hydrochloric acid
  5. customthe resultant precipitates
  6. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-03b7972d32df4cadb7d0ddbd665b5fdf
Source dataset
uspto-grants-1990_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04970207

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes