1,8-Diazabicyclo(5.4.0)undec-7-ene → 8-Ethyl-2-phenylamino-8H-pyrido[2,3-d]pyrimidin-7-one

HRID 2300056ノート

反応式

HRID 2300056 の反応式
[CH2:1]([NH:3][C:4]1[C:9]([CH:10]=[CH:11][C:12](OCC)=[O:13])=[CH:8][N:7]=[C:6]([NH:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:5]=1)[CH3:2].N12CCCN=C1CCCCC2>C(N(CC)CC)C>[CH2:1]([N:3]1[C:4]2[N:5]=[C:6]([NH:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:7]=[CH:8][C:9]=2[CH:10]=[CH:11][C:12]1=[O:13])[CH3:2]

参加物

4

反応物 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene2 回HCID 54014983Ethyl 3-(4-ethylamino-2-phenylamino pyrimidin-5-yl)acrylate

生成物 1

HCID 53301998-Ethyl-2-phenylamino-8H-pyrido[2,3-d]pyrimidin-7-one

試薬・触媒・溶媒 1

HCID 8471Triethylamine溶媒

実験手順

To a room temperature solution of ethyl 3-(4-ethylamino-2-phenylamino pyrimidin-5-yl)acrylate (179 mg, 0.57mmol) in 10 mL of triethylamine was added 90 μL of 1,8-diazabicyclo[5.4.0]undec-7-ene. The reaction mixture was heated at reflux for 8.5 hours then stirred at room temperature overnight. An additional amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (90 μL) was added, and the reaction mixture was heated at reflux for 9 hours then stirred at room temperature overnight. The reaction mixture was concentrated in vacuo and purified by flash chromatography, followed by recrystallization from ethyl acetate:hexane, to provide 8-ethyl-2-phenylamino-8H-pyrido[2,3-d]pyrimidin-7-one, mp 203-204° C.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 8.5 hours
  3. temperaturethe reaction mixture was heated
  4. temperatureat reflux for 9 hours
  5. stirringthen stirred at room temperature overnight
  6. concentrationThe reaction mixture was concentrated in vacuo
  7. custompurified by flash chromatography
  8. customfollowed by recrystallization from ethyl acetate

出典と根拠

ORDレコード
ord-17425cb1dc1f4184b3d29ac750b3a519
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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