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Triethylamine → N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[(1S)-1-(3-methoxyphenyl)ethyl]urea

HRID 1817429
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HRID 1817429 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]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][CH:17]=1.C(N(CC)CC)C.Cl[C:31](Cl)([O:33]C(=O)OC(Cl)(Cl)Cl)Cl.[CH3:42][O:43][C:44]1[CH:45]=[C:46]([C@@H:50]([NH2:52])[CH3:51])[CH:47]=[CH:48][CH:49]=1>C(Cl)(Cl)Cl>[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:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:31]([NH:52][C@H:50]([C:46]2[CH:47]=[CH:48][CH:49]=[C:44]([O:43][CH3:42])[CH:45]=2)[CH3:51])=[O:33])=[CH:18][CH:17]=1
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 94429TriphosgeneHCID 7020761(S)-1-(3-methoxyphenyl)ethylamineHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

생성물 1

HCID 57881606N-{4-[(6,7-Dimethoxy-4-quinolyl)oxy]phenyl}-N'-[(1S)-1-(3-methoxyphenyl)ethyl]urea수율 127.2%

시약·촉매·용매 1

HCID 6212
Chloroform
용매
3회

실험 절차

4-[(6,7-Dimethoxy-4-quinolyl)oxy]aniline (70 mg) was dissolved in chloroform (1 ml) and triethylamine (0.1 ml) to prepare a solution. A solution of triphosgene (33 mg) in chloroform (0.2 ml) was then added to the solution, and the mixture was stirred at room temperature for 75 min. Next, a solution of (1S)-1-(3-methoxyphenyl)ethylamine (35 mg) in chloroform (0.2 ml) was added thereto, and the mixture was stirred at room temperature for 10 hr. The stirred mixture was purified by chromatography on silica gel using chloroform/methanol for development to give the title compound (67 mg, yield 60%).

후처리

  1. stirringthe mixture was stirred at room temperature for 10 hr
  2. customThe stirred mixture was purified by chromatography on silica gel

출처 및 근거

ORD 기록
ord-3c34aefbf08843f4b8cd545abd92a4fb
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07598258B2

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