Reaktion #3307

Reaktionsgleichung

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

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.DISSOLUTIONto dissolve the gum
2. 2
   Sonstigeto precipitate a solid
3. 3
   FiltrationThe mixture was filtered
4. 4
   WaschenThe cake was washed well with water
5. 5
   Sonstigedried
6. 6
   SonstigePurification
7. 7
   Wascheneluting with chloroform
8. 8
   Sonstigewith ethyl acetate to obtain the fraction
9. 9
   workup.ADDITIONcontaining the pure product
10. 10
    EinengenThe ethyl acetate eluent was concentrated to 1 mL volume
11. 11
    SonstigeThe crystals that separated one inducement
12. 12
    Filtrationwere filtered
13. 13
    Waschenwashed with 0.5 mL of ethyl acetate

Vorschrift

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.

Quelle