Aniline → 8-Ethyl-6-methyl-2-(phenylamino)pyrido[2,3-d]pyrimidin-7(8H)-one

HRID 2300073ノート

反応式

HRID 2300073 の反応式
[CH2:1]([N:3]1[C:8]2[N:9]=[C:10](S(C)=O)[N:11]=[CH:12][C:7]=2[CH:6]=[C:5]([CH3:16])[C:4]1=[O:17])[CH3:2].[NH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:1]([N:3]1[C:8]2[N:9]=[C:10]([NH:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[N:11]=[CH:12][C:7]=2[CH:6]=[C:5]([CH3:16])[C:4]1=[O:17])[CH3:2]

参加物

3

反応物 2

HCID 6115AnilineHCID 9878213HCID 9878213、化合物

生成物 1

HCID 99217778-Ethyl-6-methyl-2-(phenylamino)pyrido[2,3-d]pyrimidin-7(8H)-one収率 15%

反応条件

温度
175 °C

実験手順

A mixture of 8-ethyl-6-methyl-2-methylsulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one (123 mg, 0.49 mmol) and 1 mL of aniline was heated at 175° C. for 20 minutes. The reaction was cooled to room temperature and partitioned between ethyl acetate and saturated sodium bicarbonate. The organic layer was washed with brine, dried over magnesium sulfate, filtered, and concentrated. Hexane was added to the residue, and the resultant solid was collected by filtration and purified by flash chromatography eluting with ethyl acetate to provide 21 mg (15%) of 8-ethyl-6-methyl-2-phenylamino-8H-pyrido[2,3-d]pyrimidin-7-one, mp 178-180° C.

後処理

  1. temperatureThe reaction was cooled to room temperature
  2. custompartitioned between ethyl acetate and saturated sodium bicarbonate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated
  7. additionHexane was added to the residue
  8. filtrationthe resultant solid was collected by filtration
  9. custompurified by flash chromatography
  10. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-9117d7c46e7741e1a4957c4dc1dd70a0
出典データセット
uspto-grants-2002_12
特許番号
US06498163B1

反応ノート

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