HCID 10697072, compound → HCID 9957361, compound

HRID 566628Notes

Reaction equation

HRID 566628 reaction equation
[CH3:1][O:2][C:3]1[CH:38]=[CH:37][CH:36]=[CH:35][C:4]=1[CH2:5][NH:6][CH2:7][CH:8]([NH:19][C:20](=O)[CH2:21][N:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:24][CH2:23]1)[CH2:9][C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1>ClC1C=CC=CC=1Cl>[CH3:1][O:2][C:3]1[CH:38]=[CH:37][CH:36]=[CH:35][C:4]=1[CH2:5][N:6]1[CH2:7][CH:8]([CH2:9][C:10]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[NH:12][CH:11]=2)[N:19]=[C:20]1[CH2:21][N:22]1[CH2:27][CH2:26][N:25]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 1

HCID 10697072HCID 10697072, compound

Product 1

HCID 9957361HCID 9957361, compound

Reagents, catalysts & solvents 1

HCID 72391,2-DichlorobenzeneSolvent

Procedure

A stirring solution of (RS) 1-[N-(2-methoxybenzyl)amino]-3-(1H-indol-3-yl)-2-[N-(2-((4-phenyl)piperazin-1-yl)acetyl)amino]propane (50 mg, 0.098 mmol), prepared as described in Preparation 4, supra, dissolved in 6 ml of 1,2-dichlorobenzene was heated to reflux under a nitrogen atmosphere. The solution was allowed to reflux overnight. The progress of the reaction was monitored by thin layer chromatography. The solution was then refluxed for an additional eight hours. The desired title product was then purified by chromatography. (Yield: 40.0 mg, 83%).

Workup

  1. customas described in Preparation 4, supra
  2. temperaturewas heated
  3. temperatureto reflux under a nitrogen atmosphere
  4. temperatureto reflux overnight
  5. temperatureThe solution was then refluxed for an additional eight hours
  6. customThe desired title product was then purified by chromatography

Sources & evidence

ORD record
ord-81278ed08a7f436297a9be377f75c524
Source dataset
uspto-grants-2001_01
Patent number
US06175013B1

Reaction notes

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