Reaktion #48835

ord-7a6808c0ea414610b8722719b8b97a43

Reaktionsgleichung

NO
Hydroxylamine
COC[C@H](C)Oc1cc(Oc2ccc(C#N)cc2)cc(C(=O)Nc2ccn(C)n2)c1
3-(4-cyanophenoxy)-5-[(1S)-2-methoxy-(1-methylethyl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide
→
COC[C@H](C)Oc1cc(Oc2ccc(C(=N)NO)cc2)cc(C(=O)Nc2ccn(C)n2)c1
desired compound
COC[C@H](C)Oc1cc(Oc2ccc(C(=N)NO)cc2)cc(C(=O)Nc2ccn(C)n2)c1
3-{-4-[(Hydroxyamino)(imino)methyl]phenoxy}-5-[(1S)-2-methoxy-1-methylethoxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Edukte

NO
Hydroxylamine
COC[C@H](C)Oc1cc(Oc2ccc(C#N)cc2)cc(C(=O)Nc2ccn(C)n2)c1
3-(4-cyanophenoxy)-5-[(1S)-2-methoxy-(1-methylethyl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide

Reagenzien

Keine

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe volatiles were removed in vacuo

Vorschrift

Hydroxylamine (50% w/w solution, 1 mL) was added to absolution of 3-(4-cyanophenoxy)-5-[(1S)-2-methoxy-(1-methylethyl)oxy]-N-(1-methyl-1H-pyrazol-3-yl)benzamide (300 mg, 0.74 mmol) in ethanol (3 mL) and the reaction mixture allowed to stir at RT for 18 hours. The volatiles were removed in vacuo to give the desired compound as a colourless foam (325 mg).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07745475B2uspto-grants-2010_06