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3-Chloro-4-fluoroaniline → N-(3-chloro-4-fluorophenyl)-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4-amine

HRID 1507879
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HRID 1507879 반응식
Cl[C:2]1[C:3]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[S:9][C:4]=2[N:5]=[C:6]([CH3:8])[N:7]=1.[Cl:19][C:20]1[CH:21]=[C:22]([CH:24]=[CH:25][C:26]=1[F:27])[NH2:23]>ClCCCl.CC(O)(C)C>[Cl:19][C:20]1[CH:21]=[C:22]([NH:23][C:2]2[C:3]3[CH:11]=[C:10]([C:12]4[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=4)[S:9][C:4]=3[N:5]=[C:6]([CH3:8])[N:7]=2)[CH:24]=[CH:25][C:26]=1[F:27]
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참가 물질

4

반응물 2

HCID 97083-Chloro-4-fluoroanilineHCID 866624424-Chloro-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidine

생성물 1

HCID 66759012N-(3-chloro-4-fluorophenyl)-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidin-4-amine수율 56.7%

시약·촉매·용매 1

HCID 21868497Tert-butyl alcohol 1,2-dichloroethane용매

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온도
90 °C

실험 절차

To a solution of 4-chloro-6-(4-fluorophenyl)-2-methylthieno[2,3-d]pyrimidine (15 mg, 0.05 mmol) in 1,2-dichloroethane/t-BuOH (1:1, 2 ml) was added 3-chloro-4-fluoroaniline (16 mg, 0.11 mmol). The mixture was heated at 90° C. for 2 days. After cooling down to room temperature, the solvents were removed under reduced pressure. The crude residue was purified by silica gel chromatography (CH2Cl2/MeOH 100:1) to yield the title compound as a white solid (11 mg, 53%).

후처리

  1. temperatureAfter cooling down to room temperature
  2. customthe solvents were removed under reduced pressure
  3. customThe crude residue was purified by silica gel chromatography (CH2Cl2/MeOH 100:1)

출처 및 근거

ORD 기록
ord-f1ffbcedd7ba4cacb866440cdda841d6
출처 데이터셋
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09221822B2

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