Hydroxylamine → HCID 86607874, compound

HRID 736728Notes

Reaction equation

[C:1]([N:4]1[CH2:8][C@H:7]([NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]=[C:23]([CH3:31])[CH:22]=3)=[CH:15][CH:14]=2)(=[O:12])=[O:11])[C@H:6]([C:32]([OH:34])=O)[CH2:5]1)(=[O:3])[CH3:2].[NH2:35][OH:36]>>[C:1]([N:4]1[CH2:8][C@H:7]([NH:9][S:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:20][C:21]3[C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[N:24]=[C:23]([CH3:31])[CH:22]=3)=[CH:15][CH:14]=2)(=[O:11])=[O:12])[C@H:6]([C:32]([NH:35][OH:36])=[O:34])[CH2:5]1)(=[O:3])[CH3:2]

Participants

Reactant 2

HCID 787Hydroxylamine

HCID 68818828HCID 68818828, compound

Product 1

HCID 86607874HCID 86607874, compoundYield 41%

Procedure

According to the procedure of example 17, Step 5, the reaction of 113.5 mg of cis-1-acetyl-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxylic acid with hydroxylamine provided 39 mg (41% yield) of cis-1-acetyl-N-hydroxy-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxamide. MS: 499.2 (M+H)+

Sources & evidence

ORD record: ord-39c927f5a031486a8eb150824966fa6d
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595327B2

Reaction notes

Loading…