Hydroxylamine → 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)-N-hydroxyacetamide

HRID 1808085Notes

Reaction equation

[Br:1][C:2]1[N:3]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([CH:22]3[CH2:24][CH2:23]3)=[CH:14][CH:13]=2)[C:4]([S:7][CH2:8][C:9]([OH:11])=O)=[N:5][N:6]=1.[NH2:25][OH:26]>>[Br:1][C:2]1[N:3]([C:12]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[C:15]([CH:22]3[CH2:24][CH2:23]3)=[CH:14][CH:13]=2)[C:4]([S:7][CH2:8][C:9]([NH:25][OH:26])=[O:11])=[N:5][N:6]=1

Participants

Reactant 2

HCID 787Hydroxylamine

HCID 53465279Lesinurad

Product 1

HCID 578113102-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)-N-hydroxyacetamide

Procedure

2-(5-Bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid can be reacted with hydroxylamine to form 2-(5-bromo-4-(4-cyclopropylnaphthalen-1-yl)-4H-1,2,4-triazol-3-ylthio)-N-hydroxyacetamide. Use of an N-substituted hydroxylamine, would provide the N-substituted product.

Sources & evidence

ORD record: ord-2259ebec3c6043c6a0cdaa8c5fe9acde
Source dataset: uspto-grants-2013_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08357713B2

Reaction notes

Loading…