Reaction #3547

Reaction equation

1-[2-Amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea

DMF dimethyl acetal

→

N'-[7-(3-tert-butylureido)-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-2-yl]-N,N-dimethylformamidine

Conditions

Workup

1. 1
   Otherfollowed by purification on flash silica gel chromatography
2. 2
   Washeluting sequentially with 100:0, 3:1, 1:1, and 0:100 dichloromethane
3. 3
   Otherethyl acetate gave a solid
4. 4
   Otherthat was triturated in 2-propanol

Procedure

1-[2-Amino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-7-yl]-3-tert-butylurea from Example 3 was reacted with DMF dimethyl acetal for 13.5 hours as described in Example 78. Workup as described above, followed by purification on flash silica gel chromatography eluting sequentially with 100:0, 3:1, 1:1, and 0:100 dichloromethane:ethyl acetate gave a solid that was triturated in 2-propanol to afford the title compound N'-[7-(3-tert-butylureido)-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidin-2-yl]-N,N-dimethylformamidine, mp 190°-193° C.

Source