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

HRID 1727876
ノート
印刷プレビュー

反応式

HRID 1727876 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 2764081Tert-butyl 4-(hydroxymethyl)piperidine-1-carboxylate2 回HCID 57567448(4-Tert-butylphenyl)-{4-[7-(3-chloropropoxy)-6-methoxy-4-quinolyloxy]phenyl}amine2 回HCID 666663974-[(6,7-Dimethoxy-quinolyl)oxy]aniline

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6212Chloroform溶媒2 回

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-cb5b73f9c86544589392e2d3c0d4cb98
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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