Réaction #84087

Équation de réaction

H2O2

4-(6-methoxyquinolin-2-yl)benzonitrile

2-(4-(1H-tetrazol-5-yl)phenyl)-6-methoxy-3-methylquinoline

Intermediate 1

2-(4-(1H-tetrazol-5-yl)phenyl)-6-methoxy-3-methylquinoline

NaOH

→

4-(6-methoxyquinolin-2-yl)benzamide

Solvants

DMSO

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONAfter addition
2. 2
   AutreThe mixture was quenched with saturated Na2SO3 (100 mL)
3. 3
   Filtrationfiltered
4. 4
   LavageThe precipitate was washed with H2O (50 mL) and MeOH (50 mL)
5. 5
   AutreThe filter cake was dried via high vacuum
6. 6
   Autreto give the

Mode opératoire

To a suspension of 4-(6-methoxyquinolin-2-yl)benzonitrile (5.00 g, 15.4 mmol, prepared following Scheme 2, Step 1 starting from Intermediate 1 and 4-cyanophenylboronic acid) in DMSO (40 mL) was added aqueous NaOH (1M, 10 mL). The mixture was cooled to 0° C. The aqueous H2O2 (30%, 30 mL) was added dropwise. After addition, the mixture was stirred at 0° C. for 30 minutes. The mixture was quenched with saturated Na2SO3 (100 mL) and filtered. The precipitate was washed with H2O (50 mL) and MeOH (50 mL). The filter cake was dried via high vacuum to give the desired (5.50 g, yield: 99+%) as a solid.

Source