Water → 3-[2-(2-Isoquinolin-4-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid trifluoro-acetate salt

HRID 1814283Notes

Reaction equation

HRID 1814283 reaction equation
C([O:5][C:6](=[O:34])[CH2:7][C@H:8]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[O:21][CH2:22][CH2:23][C:24]1[C:33]2[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:27]=[N:26][CH:25]=1)(=[O:14])=[O:13])[CH:9]=[O:10])(C)(C)C.ClCCl.[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].O>C1(C)C=CC=CC=1>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[CH:27]1[C:28]2[C:33](=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:24]([CH2:23][CH2:22][O:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[S:12]([NH:11][CH:8]([CH:9]=[O:10])[CH2:7][C:6]([OH:34])=[O:5])(=[O:13])=[O:14])=[CH:25][N:26]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21863450Trifluoroacetic acid methylene chlorideHCID 86588201(S)-3-[2-(2-isoquinolin-4-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid tert-butyl ester

Product 1

HCID 865882023-[2-(2-Isoquinolin-4-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid trifluoro-acetate salt

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To (S)-3-[2-(2-isoquinolin-4-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid tert-butyl ester was added 3:1 dichloromethane/trifluoroacetic acid (20 mL) and water (200 μL). After 2 h at room temperature, toluene (20 ml) was added and the solvent was removed under reduced pressure to give 3-[2-(2-isoquinolin-4-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid trifluoro-acetate salt as a colorless foam (36 mg). MS (APCI) m/z 429.1 (M+1).

Workup

  1. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-780a1bdb61ef4756ac28c63936a9cffc
Source dataset
uspto-grants-2005_04
Patent number
US06875765B2

Reaction notes

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