Hydroxylamine → HCID 86607877, compound

HRID 736731Notes

Reaction equation

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

Participants

Reactant 2

HCID 787Hydroxylamine

HCID 86607876HCID 86607876, compound

Product 1

HCID 86607877HCID 86607877, compoundYield 52%

Procedure

According to the procedure of Example 17, Step 5, the reaction of 175 mg of cis-1-formyl-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxylic acid with hydroxylamine provided 76 mg (52% yield) of cis-1-formyl-N-hydroxy-4-[({4-[(2-methylquinolin-4-yl)methoxy]phenyl}sulfonyl)amino]pyrrolidine-3-carboxamide. MS: 485.2 (M+H)+

Sources & evidence

ORD record: ord-650dab0b89fb4f7798670bafb039f9ac
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07595327B2

Reaction notes

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