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

HRID 1925263
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HRID 1925263 반응식
[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
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참가 물질

4

반응물 1

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

생성물 1

HCID 67520211HCID 67520211, 화합물

시약·촉매·용매 2

HCID 23994Zinc촉매HCID 284Formic Acid용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-fc9d2cf8074146c0b197022be95e911a
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08178557B2

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