Piperazine → HCID 22725085, compound

HRID 2086583Notes

Reaction equation

HRID 2086583 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH:14]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[Cl:37])[N:15]1[CH:20]2[CH2:21][CH2:22][CH:16]1[CH2:17][C:18]([C:24]1[N:29]=[C:28](Cl)[CH:27]=[CH:26][N:25]=1)([OH:23])[CH2:19]2>CCO>[Cl:37][C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][C:31]=1[CH:14]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[Cl:7])[N:15]1[CH:20]2[CH2:21][CH2:22][CH:16]1[CH2:17][C:18]([C:24]1[N:25]=[C:26]([N:1]3[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]3)[CH:27]=[CH:28][N:29]=1)([OH:23])[CH2:19]2

Participants

4

Reactant 2

HCID 4837PiperazineHCID 22725090HCID 22725090, compound

Product 1

HCID 22725085HCID 22725085, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

Add piperazine (20 mg, 0.23 mmol) to a solution of the product of Step 2 (25 mg, 0.05 mmol) in EtOH (4 ml) at RT. Stir the reaction mixture at 80° C. overnight. Extract and purify to produce the title compound (20 mg). 1H NMR (CDCl3) δ8.24 (d, 1H), 7.93 (d, 2H), 7.26 (d, 2H), 7.22 (t, 2H), 7.10 (t, 2H), 6.33 (d, 1H), 5.64 (s, 1H), 3.67 (s, br, 4H), 3.15 (s, br, 2H), 2.95 (m, 4H), 2.59 (dd, 2H), 2.34 (m, 2H), 2.17 (m, 2H), 1.57 (d, br, 2H).

Workup

  1. extractionExtract
  2. custompurify

Sources & evidence

ORD record
ord-658d4231f3bb4b2dafd2d598dcd0692f
Source dataset
uspto-grants-2004_04
Patent number
US06727254B2

Reaction notes

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