Reaction #84066

Reaction equation

4-cyanophenylboronic acid

2,4-dichloro-6-methoxyquinoline

→

desired product

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

Solvents

DMF

Conditions

Workup

1. 1
   Temperatureto cool
2. 2
   OtherThe resulting solid was isolated by filtration
3. 3
   Washwashed with water
4. 4
   Otherdried
5. 5
   Otherfollowed by recrystallization from methanol

Procedure

Followed Scheme 2, Step 1 starting from 4-cyanophenylboronic acid and 2,4-dichloro-6-methoxyquinoline, where the solvent used was DMF, and the catalyst used was Pd(PPh3)4. The mixture was heated to 100° C. for 3 h, allowed to cool, and then poured into ice water. The resulting solid was isolated by filtration, washed with water, and dried followed by recrystallization from methanol to give the desired product.

Source