3-Aminobenzonitrile → 4-(3-Cyanophenylamino)-3-ethoxycarbonyl-5,8-difluoroquinoline

HRID 266076

반응식

HRID 266076 반응식
Cl[C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=2[F:12])[N:5]=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15].[NH2:19][C:20]1[CH:21]=[C:22]([CH:25]=[CH:26][CH:27]=1)[C:23]#[N:24]>CC(O)C>[C:23]([C:22]1[CH:21]=[C:20]([NH:19][C:2]2[C:11]3[C:6](=[C:7]([F:13])[CH:8]=[CH:9][C:10]=3[F:12])[N:5]=[CH:4][C:3]=2[C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:27]=[CH:26][CH:25]=1)#[N:24]

참가 물질

4

반응물 2

HCID 167023-AminobenzonitrileHCID 17040076Ethyl 4-chloro-5,8-difluoroquinoline-3-carboxylate

생성물 1

HCID 190324744-(3-Cyanophenylamino)-3-ethoxycarbonyl-5,8-difluoroquinoline수율 50.3%

시약·촉매·용매 1

HCID 3776Isopropanol용매

실험 절차

The reaction mixture of 106.0 mg (0.37 mmol) of 4-chloro-3-ethoxycarbonyl-5,8-difluoroquinoline and 51.5 mg (0.44 mmol) of 3-amino-benzonitrile in 2.0 mL of 2-propanol was refluxed for 2 h and cooled down. The pale yellow precipitate was filtered, washed with cold 2-propanol, and dried in oven at 40° C. overnight to give 65.7 mg (50%) of the title compound.

후처리

  1. temperaturewas refluxed for 2 h
  2. temperaturecooled down
  3. filtrationThe pale yellow precipitate was filtered
  4. washwashed with cold 2-propanol
  5. customdried in oven at 40° C. overnight

출처 및 근거

ORD 기록
ord-08c6b9fd12f343c2aa39b211df1c0510
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05650415

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