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

HRID 2300056노트

반응식

HRID 2300056 반응식
[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]

참가 물질

4

반응물 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene2회HCID 54014983Ethyl 3-(4-ethylamino-2-phenylamino pyrimidin-5-yl)acrylate

생성물 1

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

시약·촉매·용매 1

HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-17425cb1dc1f4184b3d29ac750b3a519
출처 데이터셋
uspto-grants-2002_12
특허 번호
US06498163B1

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