Potassium Carbonate → HCID 69038673, compound

HRID 1820715Notes

Reaction equation

HRID 1820715 reaction equation
FC(F)(F)C(O)=O.[CH:8]([O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:20])=[O:19])=[CH:14][C:13]=1[C:22]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)=[O:23])([CH3:10])[CH3:9].Cl[C:31]1[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][N:32]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)CCC>[CH:8]([O:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([CH3:21])(=[O:19])=[O:20])=[CH:14][C:13]=1[C:22]([N:24]1[CH2:29][CH2:28][N:27]([C:31]2[CH:36]=[CH:35][C:34]([N+:37]([O-:39])=[O:38])=[CH:33][N:32]=2)[CH2:26][CH2:25]1)=[O:23])([CH3:10])[CH3:9]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridineHCID 69040679HCID 69040679, compound2×

Product 1

HCID 69038673HCID 69038673, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of (2-isopropoxy-5-methanesulfonyl-phenyl)-piperazin-1-yl-methanone trifluoro-acetic acid (compound 2.4, 80 mg) 2-chloro-5-nitro-pyridine (29 mg), potassium carbonate (50 mg) in 1-butanol (3 mL) was stirred at 120° C. for 20 hours. After such time the solution was concentrated in vacuo, and purified by column chromatography (SiO2) to yield the title compound as white foam (81 mg). MS (m/e): 449.1 (M+H+, 100%).

Workup

  1. concentrationAfter such time the solution was concentrated in vacuo
  2. custompurified by column chromatography (SiO2)

Sources & evidence

ORD record
ord-a4a7b44d7f0b4855bdbf323d01060b66
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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