反応 #3534

反応方程式

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

sulfamic acid

diethylaminobutylamine

→

title compound

6-(2,6-Dichlorophenyl)-N2 -(4-diethylamino-butyl)-pyrido[2,3-d]pyrimidine-2,7-diamine

反応条件

後処理

1. 1
   その他was lowered to 50° C.
2. 2
   その他excess diethylaminobutylamine was removed in vacuo
3. 3
   温度After cooling to 25° C.
4. 4
   抽出extracted with dichloromethane several times
5. 5
   洗浄washed several times
6. 6
   乾燥first with a saturated solution of sodium bicarbonate then a saturated solution of sodium chloride, dried over magnesium sulfate
7. 7
   濃縮concentrated in vacuo
8. 8
   洗浄The residue was washed repeatedly with diethyl ether
9. 9
   その他crystallized from ethyl acetate
10. 10
    その他The recrystallized product was further purified by column chromatography
11. 11
    洗浄eluting first with ethyl acetate:methyl alcohol:triethylamine (85:14:1)

実験手順

A mixture of 2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]pyrimidine (40 g) from Example 1, sulfamic acid (25.4 g) and diethylaminobutylamine (205 mL) was heated to approximately 150° C. for 28 hours. The reaction temperature was lowered to 50° C., and excess diethylaminobutylamine was removed in vacuo. After cooling to 25° C., the residue was suspended in water. The aqueous solution was made alkaline with a solution of saturated sodium bicarbonate and extracted with dichloromethane several times. The dichloromethane layers were combined, washed several times, first with a saturated solution of sodium bicarbonate then a saturated solution of sodium chloride, dried over magnesium sulfate and concentrated in vacuo. The residue was washed repeatedly with diethyl ether and then crystallized from ethyl acetate. The recrystallized product was further purified by column chromatography, eluting first with ethyl acetate:methyl alcohol:triethylamine (85:14:1) followed by ethyl acetate:ethyl alcohol:triethylamine (9:2:1) to afford 36.2 g of the title compound 6-(2,6-dichlorophenyl)-N2 -(4-diethylamino-butyl)-pyrido[2,3-d]pyrimidine-2,7-diamine, CIMS (1% NH3 in CH4): 461=M+ +C2H5, 433=M+ +H (Base), 417, 403, 360.

出典