1-(2-Methoxyphenyl)piperazine → HCID 67999114, compound

HRID 1622906Notes

Reaction equation

HRID 1622906 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[Cl:11][CH:12]([CH3:24])[CH2:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18](=[O:23])[CH2:17]2.[CH3:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]1[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]1.C(N(CC)CC)C>C(#N)C>[Cl:11][CH:12]([CH3:24])[CH2:13][C:14]1[CH:15]=[C:16]2[C:20](=[CH:21][CH:22]=1)[NH:19][C:18](=[O:23])[CH2:17]2.[ClH:11].[CH3:25][O:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=1[N:33]1[CH2:38][CH2:37][N:36]([CH:17]([CH3:16])[C:18]([C:6]2[CH:5]=[C:4]3[C:9](=[CH:8][CH:7]=2)[NH:1][C:2](=[O:10])[CH2:3]3)=[O:23])[CH2:35][CH2:34]1

Participants

7

Reactant 4

HCID 13461-(2-Methoxyphenyl)piperazineHCID 8471TriethylamineHCID 321710OxindoleHCID 68000152HCID 68000152, compound

Product 2

HCID 67999114HCID 67999114, compoundHCID 68000152HCID 68000152, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-(2-chloropropyl)-indolin-2-one was prepared from indolin-2-one according to the synthetic and working-up method of general procedure B. 5-(2-chloropropyl)-indolin-2-one (2.46 g, 0.011 mol) and 2-methoxyphenyl piperazine (1.92 g, 0.01 mol) were dissolved in 100 ml of acetonitrile, and triethyl amine (3.04 g, 0.03 mol) was added. A reaction under refluxing was allowed to proceed at an elevated temperature for 3 hours. Working up according to general procedure B gave 3.66 g of 5-(2-(4-(2-methoxyphenyl)piperazin-1-yl)propanoyl)indolin-2-one hydrochloride. The yield was 88.0%.

Workup

  1. customA reaction
  2. temperatureunder refluxing

Sources & evidence

ORD record
ord-f163800dc7e542f7b63443311780fd27
Source dataset
uspto-grants-2014_07
Patent number
US08778948B2

Reaction notes

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