Tert-butyl ({[4-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)phenyl]carbonyl}amino)acetate → ({[4-({[4-Chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)phenyl]carbonyl}amino)acetic acid

HRID 520943Notes

Reaction equation

HRID 520943 reaction equation
C([O:5][C:6](=[O:41])[CH2:7][NH:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][S:18][C:19]2[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:20]=2[NH:26][S:27]([C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([C:37]([F:40])([F:39])[F:38])[CH:31]=2)(=[O:29])=[O:28])=[CH:13][CH:12]=1)=[O:10])(C)(C)C>C(O)=O>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([S:18][CH2:17][C:14]2[CH:13]=[CH:12][C:11]([C:9]([NH:8][CH2:7][C:6]([OH:41])=[O:5])=[O:10])=[CH:16][CH:15]=2)=[C:20]([NH:26][S:27]([C:30]2[CH:35]=[CH:34][C:33]([Cl:36])=[C:32]([C:37]([F:38])([F:39])[F:40])[CH:31]=2)(=[O:29])=[O:28])[CH:21]=1

Participants

3

Reactant 1

HCID 71738627Tert-butyl ({[4-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)phenyl]carbonyl}amino)acetate

Product 1

HCID 71738561({[4-({[4-Chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino)phenyl]sulfanyl}methyl)phenyl]carbonyl}amino)acetic acid

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of tert-butyl({[4-({[4-chloro-2-({[4-chloro-3-(trifluoromethyl)phenyl]sulfonyl}amino) phenyl]sulfanyl}methyl)phenyl]carbonyl}amino)acetate (90 mg, 0.14 mmol) in formic acid (2 ml) was stirred at room temperature overnight. Formic acid was removed under vacuum and the desired product (72 mg, 88%) was re-crystallized from 10% MeOH in CH2Cl2.

Workup

  1. customFormic acid was removed under vacuum
  2. customthe desired product (72 mg, 88%) was re-crystallized from 10% MeOH in CH2Cl2

Sources & evidence

ORD record
ord-296012d00746418eb131a6134e1e719d
Source dataset
uspto-grants-2016_05
Patent number
US09328067B2

Reaction notes

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