تفاعل #3307

معادلة التفاعل

6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one

6-(2,6-Dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one

3-(hydroxymethyl)aniline

acetic acid

→

6-(2,6-Dichlorophenyl)-2-(3-hydroxymethylphenylamino)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one

المذيبات

Water

ظروف التفاعل

المعالجة

1. 1
   workup.DISSOLUTIONto dissolve the gum
2. 2
   أخرىto precipitate a solid
3. 3
   ترشيحThe mixture was filtered
4. 4
   غسيلThe cake was washed well with water
5. 5
   أخرىdried
6. 6
   أخرىPurification
7. 7
   غسيلeluting with chloroform
8. 8
   أخرىwith ethyl acetate to obtain the fraction
9. 9
   workup.ADDITIONcontaining the pure product
10. 10
    تركيزThe ethyl acetate eluent was concentrated to 1 mL volume
11. 11
    أخرىThe crystals that separated one inducement
12. 12
    ترشيحwere filtered
13. 13
    غسيلwashed with 0.5 mL of ethyl acetate

الإجراء التجريبي

A mixture of 0.155 g (0.40 mmol) of 6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 39 and 0.500 g (4.10 mmol) of 3-(hydroxymethyl)aniline was heated in a 180° C. oil bath for 10 minutes. At ca. 120° C., 2 mL of glacial acetic acid were added to dissolve the gum. Water (20 mL) was added to precipitate a solid. The mixture was filtered. The cake was washed well with water and dried; wt 0.130 g. Purification was effected by silica gel chromatography eluting with chloroform and then with ethyl acetate to obtain the fraction containing the pure product. The ethyl acetate eluent was concentrated to 1 mL volume. The crystals that separated one inducement were filtered and washed with 0.5 mL of ethyl acetate and then 1 mL of ether; wt 0.059 g; mp 215°-217° C.

المصدر