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

HRID 1791649ノート

反応式

HRID 1791649 の反応式
[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]

参加物

3

反応物 1

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

生成物 1

HCID 220308707-(3-Aminopropoxy)-4-(4-bromo-2-fluorophenoxy)-6-methoxyquinazoline収率 2,093.6%

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

反応条件

温度
85 °C

実験手順

4-(4-Bromo-2-fluorophenoxy)-7-(3-(N-tertbutoxycarbonylamino)propoxy)-6-methoxyquinazoline (5.46 g, 0.5 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%).

後処理

  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

出典と根拠

ORDレコード
ord-858dd9b659494367896f342f1efb8810
出典データセット
uspto-grants-2006_07
特許番号
US07074800B1

反応ノート

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