Trifluoroacetic acid → HCID 86607879, compound

HRID 736734Notes

Reaction equation

HRID 736734 reaction equation
[OH:1][NH:2][C:3]([C@H:5]1[C@@H:9]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=[C:24]([CH3:32])[CH:23]=3)=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6]1)=[O:4].FC(F)(F)C(O)=O>ClCCl>[OH:1][NH:2][C:3]([C@H:5]1[C@@H:9]([NH:10][S:11]([C:14]2[CH:19]=[CH:18][C:17]([O:20][CH2:21][C:22]3[C:31]4[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=4)[N:25]=[C:24]([CH3:32])[CH:23]=3)=[CH:16][CH:15]=2)(=[O:13])=[O:12])[CH2:8][NH:7][CH2:6]1)=[O:4]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86607878HCID 86607878, compound

Product 1

HCID 86607879HCID 86607879, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To the stirred solution of 74 mg of tert-butyl cis-3-[(hydroxyamino)carbonyl]-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-1-carboxylate in 4 mL of dichloromethane was slowly added 2 mL of trifluoroacetic acid. The solution was stirred at room temperature for 3 hr. After removal of the volatile material in vacuo cis-N-hydroxy-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxamide was obtained in quantitative yield. MS: 457.0 (M+H)+

Workup

  1. customAfter removal of the volatile material in vacuo cis-N-hydroxy-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxamide
  2. customwas obtained in quantitative yield

Sources & evidence

ORD record
ord-cbb585cfc7994d749badf63bbe276a54
Source dataset
uspto-grants-2009_09
Patent number
US07595327B2

Reaction notes

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