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

HRID 258097Notes

Reaction equation

HRID 258097 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]

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]-5phenyl-2H-1,4-benzodiazepine-2-one (0.20 g).

Workup

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

Sources & evidence

ORD record
ord-0de4eb7cc864407f91632d381b6fa605
Source dataset
uspto-grants-1993_11
Patent number
US05264433

Reaction notes

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