1-(4-Pyridyl)piperazine → HCID 178521211, compound

HRID 1290515Notes

Reaction equation

HRID 1290515 reaction equation
Cl[CH2:2][C:3]([C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]2[NH:15][N:14]=[N:13][N:12]=2)=[CH:7][CH:6]=1)=[O:4].[N:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:20][CH:19]=1>C(#N)C>[N:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:25][CH2:26][N:27]([CH2:2][C:3]([C:5]3[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]4[NH:15][N:14]=[N:13][N:12]=4)=[CH:7][CH:6]=3)=[O:4])[CH2:28][CH2:29]2)=[CH:20][CH:19]=1

Participants

4

Reactant 2

HCID 705171-(4-Pyridyl)piperazineHCID 178520783HCID 178520783, compound

Product 1

HCID 178521211HCID 178521211, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 5-(4-chloroacetylphenoxymethyl)tetrazole (166 mg) and 1-(4-pyridyl)piperazine (214 mg) in acetonitrile (10 ml) was stirred overnight. The precipitate was collected, washed with acetonitrile and dried. A solution of this material in a small volume of 50% v/v acetic acid/water was transfered to a 1 inch preparative reverse phase hplc column (DYNAMAX (Trade Mark) C18 83-221-C) and eluted with water/acetonitrile/ trifluoroacetic acid in a gradient from 98:2:0.1 v/v/v to 60:40:0.1 v/v/v. The pure fractions, on freeze-drying, gave the title compound, 8.1 mg, as a white powder: NMR (D2O) δ8.39 (2H,d), 8.18(2H,d), 7.40(4H,m), 5.84(2H,s), 5.20(2H,s), 4.31(4H,bt), 3.87(4H,bt); m/e 380 (M+H)+

Workup

  1. customThe precipitate was collected
  2. washwashed with acetonitrile
  3. customdried
  4. washeluted with water/acetonitrile/ trifluoroacetic acid in a gradient from 98:2:0.1 v/v/v to 60:40:0.1 v/v/v
  5. customThe pure fractions, on freeze-drying

Sources & evidence

ORD record
ord-60a6ebafbeeb4b8cbce92ba6488d6b53
Source dataset
uspto-grants-1998_05
Patent number
US05750754

Reaction notes

Loading…