Trifluoroacetic acid → N-[4-(piperazine-1-sulfonyl)-phenyl]-acrylamide

HRID 1841923Notes

Reaction equation

HRID 1841923 reaction equation
FC(F)(F)C(O)=O.C(OC([N:15]1[CH2:20][CH2:19][N:18]([S:21]([C:24]2[CH:29]=[CH:28][C:27]([NH:30][C:31](=[O:34])[CH:32]=[CH2:33])=[CH:26][CH:25]=2)(=[O:23])=[O:22])[CH2:17][CH2:16]1)=O)(C)(C)C>C(Cl)Cl>[N:18]1([S:21]([C:24]2[CH:25]=[CH:26][C:27]([NH:30][C:31](=[O:34])[CH:32]=[CH2:33])=[CH:28][CH:29]=2)(=[O:22])=[O:23])[CH2:17][CH2:16][NH:15][CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 529395194-(4-Acryloylamino-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 56953730N-[4-(piperazine-1-sulfonyl)-phenyl]-acrylamideYield 98%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (3 ml) was added in one portion to a solution of 4-(4-Acryloylamino-benzenesulfonyl)-piperazine-1-carboxylic acid tert-butyl ester (1.23 g, 3.11 mmol) in DCM (6 ml). The resulting mixture was stirred at room temperature for 2 hours under a nitrogen atmosphere. After which time, the mixture was concentrated under vacuum to give the title compound (0.9 g, 98% yield) as an orange foam which was used without further purification.

Workup

  1. concentrationAfter which time, the mixture was concentrated under vacuum

Sources & evidence

ORD record
ord-16f7734580b64a26961358133523e5ea
Source dataset
uspto-grants-2015_02
Patent number
US08946197B2

Reaction notes

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