Reacción #481907

Ecuación de reacción

7-amino-4-(3-bromoanilino)-quinazoline

crotonic acid chloride

→

desired product

Rendimiento 31.2%

But-2-enoic acid [4-(3-bromo-phenylamino)-quinazolin-7-yl]-amide

Rendimiento 31.2%

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONWhen the addition
2. 2
   Otrothe ice bath was removed
3. 3
   FiltraciónThe reaction was filtered
4. 4
   Otroto remove the yellow solid which
5. 5
   Lavadowas washed with tetrahydrofuran
6. 6
   Otrorecrystallized from 20 mL of boiling methanol

Procedimiento

To an ice cold solution of 0.158 g of 7-amino-4-(3-bromoanilino)-quinazoline (J Med Chem, 1985:3482) in 5 mL of tetrahydrofuran was added dropwise a solution of 0.105 g of crotonic acid chloride in 5 mL of tetrahydrofuran. When the addition was complete, the ice bath was removed and the reaction stirred at room temperature for 15 hours. The reaction was filtered to remove the yellow solid which was washed with tetrahydrofuran and recrystallized from 20 mL of boiling methanol to afford 0.060 g of the desired product, mp >250° C.

Fuente