Réaction #2275699

ord-062db9925aa24781930210f38604e13f

Équation de réaction

COC(=O)CNC(=O)c1ncc(-c2cccc(C#N)c2)cc1O
{[5-(3-cyano-phenyl)-3-hydroxy-pyridine-2-carbonyl]-amino}acetic acid methyl ester
C[Si](C)(C)N=[N+]=[N-]
trimethylsilyl azide
CCC[CH2][Sn](=[O])[CH2]CCC
di-butyl tin oxide
COCCOC
DME
→
COC(=O)CNC(=O)c1ncc(-c2cccc(NC(=O)C3CC3)c2)cc1O
({5-[3-(Cyclopropanecarbonyl-amino)-phenyl]-3-hydroxy-pyridine-2-carbonyl}-amino)-acetic acid methyl ester

Réactifs

COC(=O)CNC(=O)c1ncc(-c2cccc(C#N)c2)cc1O
{[5-(3-cyano-phenyl)-3-hydroxy-pyridine-2-carbonyl]-amino}acetic acid methyl ester
C[Si](C)(C)N=[N+]=[N-]
trimethylsilyl azide
CCC[CH2][Sn](=[O])[CH2]CCC
di-butyl tin oxide
COCCOC
DME
—
heteroaryl substituted phenyl

Réactifs

Aucun

Conditions de réaction

Température
140°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Mode opératoire

The following heteroaryl substituted phenyl compound can be prepared from {[5-(3-cyano-phenyl)-3-hydroxy-pyridine-2-carbonyl]-amino}acetic acid methyl ester by treatment with trimethylsilyl azide and di-butyl tin oxide in DME and heating the mixture to 140° C., 150 W, 200 psi in a microwave reactor.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08323671B2uspto-grants-2012_12