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Triethylamine → 4-[4-(4-Tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-ol

HRID 1727854
ノート
印刷プレビュー

反応式

HRID 1727854 の反応式
C([O:8][C:9]1[CH:18]=[C:17]2[C:12]([C:13]([O:19][C:20]3[CH:25]=[CH:24][C:23]([NH:26][C:27]4[CH:32]=[CH:31][C:30]([C:33]([CH3:36])([CH3:35])[CH3:34])=[CH:29][CH:28]=4)=[CH:22][CH:21]=3)=[CH:14][CH:15]=[N:16]2)=[CH:11][C:10]=1[O:37][CH3:38])C1C=CC=CC=1.C(N(CC)CC)C.[H][H]>CN(C)C=O.[OH-].[Pd+2].[OH-]>[C:33]([C:30]1[CH:29]=[CH:28][C:27]([NH:26][C:23]2[CH:24]=[CH:25][C:20]([O:19][C:13]3[C:12]4[C:17](=[CH:18][C:9]([OH:8])=[C:10]([O:37][CH3:38])[CH:11]=4)[N:16]=[CH:15][CH:14]=3)=[CH:21][CH:22]=2)=[CH:32][CH:31]=1)([CH3:36])([CH3:34])[CH3:35]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

HCID 8471TriethylamineHCID 57567431[4-(7-Benzyloxy-6-methoxy-4-quinolyloxy)phenyl](4-tert-butylphenyl)amine2 回HCID 178418361HCID 178418361、化合物

生成物 1

HCID 1357802514-[4-(4-Tert-butylphenylamino)phenoxy]-6-methoxyquinolin-7-ol収率 62.4%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒
HCID 6228
Dimethylformamide
溶媒

実験手順

[4-(7-Benzyloxy-6-methoxy-4-quinolyloxy)phenyl](4-tert-butylphenyl)amine (starting compound 2) (400 mg) was dissolved in N,N-dimethylformamide (10 ml) to prepare a solution. Triethylamine (2 ml) and 20% palladium hydroxide (0.58 g) were then added to the solution, and the mixture was stirred in a hydrogen atmosphere at room temperature overnight. The insolubles were removed by filtration, and the solvent was then removed by evaporation under the reduced pressure. Water and ethyl acetate were added to the crude, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and was dried over sodium sulfate. The solvent was removed by evaporation under the reduced pressure, and the residue was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (205 mg, yield 62%).

後処理

  1. customto prepare a solution
  2. customThe insolubles were removed by filtration
  3. customthe solvent was then removed by evaporation under the reduced pressure
  4. additionWater and ethyl acetate were added to the crude
  5. extractionthe mixture was extracted with ethyl acetate
  6. washThe extract was washed with saturated brine
  7. dry with materialwas dried over sodium sulfate
  8. customThe solvent was removed by evaporation under the reduced pressure
  9. customthe residue was purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-cc334c49fc3641c78fb717f4b08cbce1
出典データセット
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07495104B2

反応ノート

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