Acetic Acid → PD-166326

HRID 3211

반응식

HRID 3211 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH3:24])[C:12]2[N:13]=[C:14](S(C)(=O)=O)[N:15]=[CH:16][C:11]=2[CH:10]=1.[OH:25][CH2:26][C:27]1[CH:28]=[C:29]([CH:31]=[CH:32][CH:33]=1)[NH2:30].C(O)(=O)C>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:22](=[O:23])[N:21]([CH3:24])[C:12]2[N:13]=[C:14]([NH:30][C:29]3[CH:31]=[CH:32][CH:33]=[C:27]([CH2:26][OH:25])[CH:28]=3)[N:15]=[CH:16][C:11]=2[CH:10]=1

참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 802933-Aminobenzyl alcoholHCID 105961576-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

생성물 1

HCID 447700PD-166326

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
180 °C

실험 절차

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.

후처리

  1. dissolutionto dissolve the gum
  2. customto precipitate a solid
  3. filtrationThe mixture was filtered
  4. washThe cake was washed well with water
  5. customdried
  6. customPurification
  7. washeluting with chloroform
  8. customwith ethyl acetate to obtain the fraction
  9. additioncontaining the pure product
  10. concentrationThe ethyl acetate eluent was concentrated to 1 mL volume
  11. customThe crystals that separated one inducement
  12. filtrationwere filtered
  13. washwashed with 0.5 mL of ethyl acetate

출처 및 근거

ORD 기록
ord-4b3709d670944052a53ca165365f8b96
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733914

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