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Triethylamine → 1-[4-(6,7-Dimethoxy-quinolin-4-yloxy)-phenyl]-3-(3,3-dimethyl-butyl)-urea

HRID 1727876
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HRID 1727876 반응식
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[C:8](OC1C=CC(N)=CC=1)[CH:7]=[CH:6]2.[CH2:23](N(CC)CC)C.ClC(Cl)(OC(=O)OC(Cl)(Cl)Cl)Cl.C(O[C:47]([N:49]1[CH2:54][CH2:53][CH:52]([CH2:55]O)[CH2:51]C1)=[O:48])(C)(C)C.C(C1C=CC([NH:67][C:68]2[CH:73]=[CH:72][C:71]([O:74]C3C4C(=CC(OCCCCl)=C(OC)C=4)N=CC=3)=[CH:70][CH:69]=2)=CC=1)(C)(C)C>C(Cl)(Cl)Cl.O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:74][C:71]1[CH:72]=[CH:73][C:68]([NH:67][C:47]([NH:49][CH2:54][CH2:53][C:52]([CH3:51])([CH3:55])[CH3:23])=[O:48])=[CH:69][CH:70]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 5

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 2764081Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate2회HCID 57567448(4-Tert-butylphenyl)-{4-[7-(3-chloropropoxy)-6-methoxy-4-quinolyloxy]phenyl}amine2회HCID 666663974-[(6,7-Dimethoxy-quinolyl)oxy]aniline

생성물 1

HCID 23022665
1-[4-(6,7-Dimethoxy-quinolin-4-yloxy)-phenyl]-3-(3,3-dimethyl-butyl)-urea
수율 59%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매2회

실험 절차

4-[(6,7-Dimethoxy-quinolyl)oxy]aniline (2 g) was dissolved in chloroform (100 ml) (starting compound A) to prepare a solution. Triethylamine (2 ml) was added to the solution. A solution of triphosgene (1 g) in chloroform (4 ml) was added dropwise thereto, and the mixture was stirred at room temperature for 30 min. 3,3-Dimethylbutylamine (750 mg) (starting compound B) was added thereto, and the mixture was stirred at room temperature for 5 hr. Water and chloroform were added to the reaction solution, and the mixture was extracted with chloroform. The extract was washed with saturated brine and was dried over sodium sulfate. The solvent was then removed by evaporation under the reduced pressure. The crude thus obtained was purified by chromatography on silica gel using chloroform/acetone for development to give the title compound (1.70 g, yield 59%).

후처리

  1. customto prepare a solution
  2. stirringthe mixture was stirred at room temperature for 5 hr
  3. extractionthe mixture was extracted with chloroform
  4. washThe extract was washed with saturated brine
  5. dry with materialwas dried over sodium sulfate
  6. customThe solvent was then removed by evaporation under the reduced pressure
  7. customThe crude thus obtained
  8. customwas purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-cb5b73f9c86544589392e2d3c0d4cb98
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07495104B2

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