Piperidine → HCID 9836588, compound

HRID 396383Notes

Reaction equation

HRID 396383 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1OS(C(F)(F)F)(=O)=O)=[O:5])[CH3:2].[NH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH2:1]([O:3][C:4]([C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:8][C:7]=1[N:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1)=[O:5])[CH3:2]

Participants

5

Reactant 2

HCID 8082PiperidineHCID 10177841HCID 10177841, compound

Product 1

HCID 9836588HCID 9836588, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of the above-prepared 2-phenyl-4-trifluoromethanesulfonyloxy-thiazole-5-carboxylic acid ethyl ester (0.75 mmol) in toluene (5 mL) was added piperidine (4.5 mmol). The reaction mixture was heated to 80° C. for 2 hours. The mixture was then diluted in ethyl acetate, washed successively with water and brine, and dried over MgSO4. Silica gel chromatography of the crude mixture provided title compound (96%) as a yellowish oil.

Workup

  1. washwashed successively with water and brine
  2. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-515524e3c1164ca9ac8628c6ba9008aa
Source dataset
uspto-grants-2003_08
Patent number
US06608087B1

Reaction notes

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