Acetic Acid → {4-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]phenyl}-acetic acid, methyl ester

HRID 3213ノート

反応式

HRID 3213 の反応式
[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.[NH2:25][C:26]1[CH:31]=[CH:30][C:29]([CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:28][CH:27]=1.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:25][C:26]3[CH:27]=[CH:28][C:29]([CH2:32][C:33]([O:35][CH3:36])=[O:34])=[CH:30][CH:31]=3)[N:15]=[CH:16][C:11]=2[CH:10]=1

参加物

5

反応物 3

HCID 176Acetic AcidHCID 2761030Methyl 2-(4-aminophenyl)acetateHCID 105961576-(2,6-Dichlorophenyl)-8-methyl-2-methylsulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one

生成物 1

HCID 11619734{4-[6-(2,6-Dichlorophenyl)-8-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino]phenyl}-acetic acid, methyl ester

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 0.226 g (0.58 mmol) of 6-(2,6-dichlorophenyl)-2-methanesulfonyl-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-one of Example 39 and 0.40 g (2.80 mmol) of 4-aminophenylacetic acid, methyl ester base was heated in a 160° C. to 165° C. oil bath. The resulting solution was heated for 10 minutes and cooled to room temperature. The solution was treated with 1 mL of glacial acetic acid to dissolve. Water (10 mL) was added to precipitate a gum. The mixture was decanted, and the remaining gum was dissolved in 20 mL of chloroform. The chloroform solution was washed with 25 mL of water, dried (magnesium sulfate), filtered, and concentrated. Purification was effected by silica gel chromatography eluting with chloroform and then with 50% hexane/ethyl acetate to obtain the fraction containing pure product. The eluent was concentrated to dryness to obtain a solid; wt 0.141 g.

後処理

  1. temperaturewas heated in a 160° C. to 165° C. oil bath
  2. temperatureThe resulting solution was heated for 10 minutes
  3. dissolutionto dissolve
  4. customto precipitate a gum
  5. customThe mixture was decanted
  6. dissolutionthe remaining gum was dissolved in 20 mL of chloroform
  7. washThe chloroform solution was washed with 25 mL of water
  8. dry with materialdried (magnesium sulfate)
  9. filtrationfiltered
  10. concentrationconcentrated
  11. customPurification
  12. washeluting with chloroform
  13. customwith 50% hexane/ethyl acetate to obtain the fraction
  14. additioncontaining pure product
  15. concentrationThe eluent was concentrated to dryness
  16. customto obtain a solid

出典と根拠

ORDレコード
ord-4568d01a95fc402ebb6310c7c420554f
出典データセット
uspto-grants-1998_03
特許番号
US05733914

反応ノート

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