Trifluoroacetic acid → 2-(2-(N-Cyclopropyl-4-methoxy-2,6-dimethylphenylsulfonamido)ethoxy)acetic acid

HRID 45990Notes

Reaction equation

[CH:1]1([N:4]([CH2:18][CH2:19][O:20][CH2:21][C:22]([O:24]C(C)(C)C)=[O:23])[S:5]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([O:15][CH3:16])=[CH:10][C:9]=2[CH3:17])(=[O:7])=[O:6])[CH2:3][CH2:2]1.C(O)(C(F)(F)F)=O>ClCCl>[CH:1]1([N:4]([CH2:18][CH2:19][O:20][CH2:21][C:22]([OH:24])=[O:23])[S:5]([C:8]2[C:13]([CH3:14])=[CH:12][C:11]([O:15][CH3:16])=[CH:10][C:9]=2[CH3:17])(=[O:7])=[O:6])[CH2:2][CH2:3]1

Participants

Conditions

Temperature: 25 °C

Procedure

To a dichloromethane solution (10 ml/mmol) of tert-butyl 2-(2-(N-cyclopropyl-4-methoxy-2,6-dimethylphenylsulfonamido)ethoxy)acetate (1 equiv.) was added TFA (13 equiv.) at 0° C. and the resulting reaction mixture was stirred at 25° C. for 2 h. The solvent was evaporated off and the product dried under vacuum to remove traces of TFA. The crude acid was used directly for the next step without any further purification.

Workup

customthe resulting reaction mixture
customThe solvent was evaporated off
customthe product dried under vacuum
customto remove traces of TFA
customThe crude acid was used directly for the next step without any further purification

Sources & evidence

ORD record: ord-b9bd908854fe4d5ba0cbf400687d1990
Source dataset: uspto-grants-2013_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08541573B2

Reaction notes

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