Reaction #3548

Reaction equation

2,7-Diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine

2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine

DMF dimethyl acetal

→

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

Conditions

Workup

1. 1
   Otherabove followed by purification on flash silica gel chromatography
2. 2
   Washeluting sequentially with 100:0, 9:1, 4:1, and 7:3 ethyl acetate
3. 3
   Othermethanol gave an oil that
4. 4
   Otherwas crystallized from ethyl acetate

Procedure

2,7-Diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine from Example 1 was reacted with DMF dimethyl acetal for 23 hours as described in Example 78. Workup as described above followed by purification on flash silica gel chromatography eluting sequentially with 100:0, 9:1, 4:1, and 7:3 ethyl acetate:methanol gave an oil that was crystallized from ethyl acetate to afford N'-[6-(2,6-dichlorophenyl)-7-[(dimethylamino)-methyleneamino]-pyrido[2,3-d]pyrimidin-2-yl]-N,N-dimethylformamidine, mp 269°-272° C.

Source