Reacción #3307

Ecuación de reacción

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

Disolventes

Water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.DISSOLUTIONto dissolve the gum
2. 2
   Otroto precipitate a solid
3. 3
   FiltraciónThe mixture was filtered
4. 4
   LavadoThe cake was washed well with water
5. 5
   Otrodried
6. 6
   OtroPurification
7. 7
   Lavadoeluting with chloroform
8. 8
   Otrowith ethyl acetate to obtain the fraction
9. 9
   workup.ADDITIONcontaining the pure product
10. 10
    ConcentraciónThe ethyl acetate eluent was concentrated to 1 mL volume
11. 11
    OtroThe crystals that separated one inducement
12. 12
    Filtraciónwere filtered
13. 13
    Lavadowashed with 0.5 mL of ethyl acetate

Procedimiento

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.

Fuente