Potassium Carbonate → 2-(4-{5-[1,1,1,3,3,3-Hexafluoro-2-(4-methoxybenzyloxy)propan-2-yl]-4-propylpyridin-2-yl}piperazin-1-yl)ethanol

HRID 1038514Notes

Reaction equation

HRID 1038514 reaction equation
C([O:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]2[CH:18]=[C:17]([CH2:19][CH2:20][CH3:21])[C:16]([C:22]([O:31][CH2:32][C:33]3[CH:38]=[CH:37][C:36]([O:39][CH3:40])=[CH:35][CH:34]=3)([C:27]([F:30])([F:29])[F:28])[C:23]([F:26])([F:25])[F:24])=[CH:15][N:14]=2)[CH2:9][CH2:8]1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[F:25][C:23]([F:24])([F:26])[C:22]([C:16]1[C:17]([CH2:19][CH2:20][CH3:21])=[CH:18][C:13]([N:10]2[CH2:11][CH2:12][N:7]([CH2:6][CH2:5][OH:4])[CH2:8][CH2:9]2)=[N:14][CH:15]=1)([O:31][CH2:32][C:33]1[CH:34]=[CH:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=1)[C:27]([F:30])([F:29])[F:28]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 866471792-(4-{5-[1,1,1,3,3,3-Hexafluoro-2-(4-methoxybenzyloxy)propan-2-yl]-4-propylpyridin-2-yl}piperazin-1-yl)ethyl acetate

Product 1

HCID 866471802-(4-{5-[1,1,1,3,3,3-Hexafluoro-2-(4-methoxybenzyloxy)propan-2-yl]-4-propylpyridin-2-yl}piperazin-1-yl)ethanolYield 47%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(4-{5-[1,1,1,3,3,3-Hexafluoro-2-(4-methoxybenzyloxy)propan-2-yl]-4-propylpyridin-2-yl}piperazin-1-yl)ethyl acetate (479 mg) was dissolved in methanol (2.3 mL), added potassium carbonate (127 mg, 0.722 mmol), and the mixture was stirred at room temperature for 0.5 hours. The reaction solution was concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (chloroform/methanol). The title compound (117 mg (yield 47%)) was obtained as a yellow oil.

Workup

  1. concentrationThe reaction solution was concentrated in vacuo
  2. customThe obtained residue was purified by silica-gel column chromatography (chloroform/methanol)

Sources & evidence

ORD record
ord-05a5d8d831ed420085abd5451819a7d8
Source dataset
uspto-grants-2013_10
Patent number
US08551985B2

Reaction notes

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