Reaktion #2188606

ord-6e67c09fc00b4b0d9eef86d99a15558e

Reaktionsgleichung

NS(=O)(=O)c1ccc(C(=O)N[C@H]2CCCC[C@H]2NC(=O)CNC(=O)OCc2ccccc2)cc1
benzyl (cis)-2-[(2-{[4-(aminosulfonyl)benzoyl]amino}cyclohexyl)amino]-2-oxoethylcarbamate
Br.CC(=O)O
HBr AcOH
CCOCC
Et2O
→
Br.NCC(=O)N[C@H]1CCCC[C@H]1NC(=O)c1ccc(S(N)(=O)=O)cc1
N-(cis)-{2-[(aminoacetyl)amino]cyclohexyl}-4-(aminosulfonyl)benzamide hydrogen bromide

Edukte

NS(=O)(=O)c1ccc(C(=O)N[C@H]2CCCC[C@H]2NC(=O)CNC(=O)OCc2ccccc2)cc1
benzyl (cis)-2-[(2-{[4-(aminosulfonyl)benzoyl]amino}cyclohexyl)amino]-2-oxoethylcarbamate
Br.CC(=O)O
HBr AcOH
CCOCC
Et2O

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe solid was collected

Vorschrift

The material from above benzyl (cis)-2-[(2-{[4-(aminosulfonyl)benzoyl]amino}cyclohexyl)amino]-2-oxoethylcarbamate (217 mg) was dissolved in 30% HBr/AcOH (5 mL) at rt. After 1 h, Et2O was added and the solid was collected to give N-(cis)-{2-[(aminoacetyl)amino]cyclohexyl}-4-(aminosulfonyl)benzamide hydrogen bromide. MS found: (M+H)+=355.2.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07572813B2uspto-grants-2009_08