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(6-Bromo-naphthalen-2-yl)-(6,7-dimethoxy-quinolin-4-yl)-methanol → HCID 67520211、化合物

HRID 2115773
ノート
印刷プレビュー

反応式

HRID 2115773 の反応式
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH:12]([C:14]1[C:23]3[C:18](=[CH:19][C:20]([O:26][CH3:27])=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[CH:16][CH:15]=1)O)[CH:6]=[CH:5]2>C(O)=O.[Zn]>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([CH2:12][C:14]1[C:23]3[C:18](=[CH:19][C:20]([O:26][CH3:27])=[C:21]([O:24][CH3:25])[CH:22]=3)[N:17]=[CH:16][CH:15]=1)[CH:6]=[CH:5]2
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 67520432(6-Bromo-naphthalen-2-yl)-(6,7-dimethoxy-quinolin-4-yl)-methanol

生成物 1

HCID 67520211HCID 67520211、化合物

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 284Formic Acid溶媒

実験手順

To a solution of (6-bromo-naphthalen-2-yl)-(6,7-dimethoxy-quinolin-4-yl)-methanol (Step e, 0.55 g, 1.3 mmol) in formic acid (10 mL), was added Zn dust (500 mg, 7.6 mmol). The suspension was heated at reflux for 6 h and the solvent was removed in vacuo. The resulting residue was worked up with 1N NaOH and extracted with CH2Cl2 3×. The combined organic layer was washed with water and brine, dried over Na2SO4, filtered and concentrated in vacuo. The crude was purified with silica gel column chromatography (40-65% EtOAc/Hexane) to give the titled compound. MS (ESI, pos. ion) m/z: 408.1 (M+1).

後処理

  1. temperatureThe suspension was heated
  2. temperatureat reflux for 6 h
  3. customthe solvent was removed in vacuo
  4. extractionextracted with CH2Cl2 3×
  5. washThe combined organic layer was washed with water and brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe crude was purified with silica gel column chromatography (40-65% EtOAc/Hexane)

出典と根拠

ORDレコード
ord-6da088eaf9e840b19321a7168c0679b5
出典データセット
uspto-grants-2008_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07435823B2

反応ノート

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