4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline → 7-(3-Aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline

HRID 454124노트

반응식

HRID 454124 반응식
[Br:1][C:2]1[CH:32]=[CH:31][C:5]([O:6][C:7]2[C:16]3[C:11](=[CH:12][C:13]([O:19][CH2:20][CH2:21][CH2:22][NH:23]C(OC(C)(C)C)=O)=[C:14]([O:17][CH3:18])[CH:15]=3)[N:10]=[CH:9][N:8]=2)=[C:4]([F:33])[CH:3]=1>FC(F)(F)C(O)=O>[NH2:23][CH2:22][CH2:21][CH2:20][O:19][C:13]1[CH:12]=[C:11]2[C:16]([C:7]([O:6][C:5]3[CH:31]=[CH:32][C:2]([Br:1])=[CH:3][C:4]=3[F:33])=[N:8][CH:9]=[N:10]2)=[CH:15][C:14]=1[O:17][CH3:18]

참가 물질

3

반응물 1

HCID 220306804-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline

생성물 1

HCID 220308707-(3-Aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline수율 100%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

반응 조건

온도
85 °C

실험 절차

4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline (5.46 g, 10.5 mmol) was taken up in trifluoroacetic acid (75 ml) and heated at 85° C. for 1.5 hours. The solution was allowed to cool and the excess trifluoroacetic acid removed by evaporation. The residue was then treated with aqueous ammonia (0.88) solution, extracted with dichloromethane (3×150 ml) and filtered through phase separating paper. The solvent was removed by evaporation to give 7-(3-aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline (4.42 g, 100%).

후처리

  1. temperatureto cool
  2. customthe excess trifluoroacetic acid removed by evaporation
  3. additionThe residue was then treated with aqueous ammonia (0.88) solution
  4. extractionextracted with dichloromethane (3×150 ml)
  5. filtrationfiltered through phase
  6. customseparating paper
  7. customThe solvent was removed by evaporation

출처 및 근거

ORD 기록
ord-a449cf6d1b0c410bb92e1addb03650b0
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08492560B2

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