Trifluoroacetic acid → 3-[4-Acetylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-4oxo-butyric acid trifloroacetate salt

HRID 1814302Notes

Reaction equation

HRID 1814302 reaction equation
C([O:5][C:6](=[O:38])[CH2:7][CH:8]([NH:11][S:12]([C:15]1[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:24])[CH3:23])=[CH:17][C:16]=1[O:25][CH2:26][CH2:27][C:28]1[CH:37]=[CH:36][CH:35]=[C:34]2[C:29]=1[CH:30]=[CH:31][CH:32]=[N:33]2)(=[O:14])=[O:13])[CH:9]=[O:10])(C)(C)C.[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42]>C(Cl)Cl>[F:39][C:40]([F:45])([F:44])[C:41]([OH:43])=[O:42].[C:22]([NH:21][C:18]1[CH:19]=[CH:20][C:15]([S:12]([NH:11][CH:8]([CH:9]=[O:10])[CH2:7][C:6]([OH:38])=[O:5])(=[O:13])=[O:14])=[C:16]([O:25][CH2:26][CH2:27][C:28]2[CH:37]=[CH:36][CH:35]=[C:34]3[C:29]=2[CH:30]=[CH:31][CH:32]=[N:33]3)[CH:17]=1)(=[O:24])[CH3:23]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 865882073-[4-Acetylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid tert-butyl ester

Product 1

HCID 879524463-[4-Acetylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-4oxo-butyric acid trifloroacetate saltYield 68%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[4-Acetylamino-2-(2-quinolin-5-yl-ethoxy)-benzenesulfonylamino]-4-oxo-butyric acid tert-butyl ester (130 mg, 0.24 mmol) was dissolved in 2 mL methylene chloride and 2 mL trifluoroacetic acid. The reaction was stirred at room temperature for 90 minutes. The reaction was concentrated in vacuo, and chased with toluene to yield 110 mg (68%) of the desired product.

Workup

  1. concentrationThe reaction was concentrated in vacuo

Sources & evidence

ORD record
ord-b678f9a2d7304b93a4a26623ec2c4973
Source dataset
uspto-grants-2005_04
Patent number
US06875765B2

Reaction notes

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