1,2,3,4-Tetrahydroquinoline → 1-(4-Bromo-2-nitrophenyl)-1,2,3,4-tetrahydroquinoline

HRID 4027

반응식

HRID 4027 반응식
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.[Br:11][C:12]1[CH:13]=[CH:14][C:15](F)=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=1.C(O)(=O)/C=C\C(O)=O.[N:30]1([C:39]2[CH:44]=[CH:43][C:42](F)=[CH:41][C:40]=2[NH:46][C:47]([N:49]2[CH2:54][CH2:53][N:52]([CH3:55])[CH2:51][CH2:50]2)=O)[C:38]2C(=CC=[CH:36][CH:37]=2)CC1>>[Br:11][C:12]1[CH:13]=[CH:14][C:15]([N:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH2:4][CH2:3][CH2:2]2)=[C:16]([N+:18]([O-:20])=[O:19])[CH:17]=1.[NH2:18][C:16]1[CH:17]=[C:12]([Br:11])[CH:13]=[CH:14][C:15]=1[N:30]1[C:39]2[C:40](=[CH:41][CH:42]=[CH:43][CH:44]=2)[CH2:36][CH2:37][CH2:38]1.[Br:11][C:42]1[CH:43]=[CH:44][C:39]2[N:1]3[CH2:2][CH2:3][CH2:4][C:5]4=[CH:6][CH:7]=[CH:8][C:9](=[C:10]34)[C:47]([N:49]3[CH2:54][CH2:53][N:52]([CH3:55])[CH2:51][CH2:50]3)=[N:46][C:40]=2[CH:41]=1

참가 물질

6

반응물 3

HCID 694601,2,3,4-TetrahydroquinolineHCID 27363284-Bromo-1-fluoro-2-nitrobenzeneHCID 70406853N-[2-(2,3-dihydro-1H-indol-1-yl)-5-fluorophenyl]-4-methyl-1-piperazine carboxamide maleate

생성물 3

HCID 138129271-(4-Bromo-2-nitrophenyl)-1,2,3,4-tetrahydroquinolineHCID 138129315-Bromo-2-[3,4-dihydro-1(2H)-quinolinyl]anilineHCID 1381294310-bromo-7-(4-methyl-1-piperazinyl)-2,3-dihydro-1H-quino[1,8-ab][1,5]benzodiazepine

실험 절차

Starting with 1,2,3,4-tetrahydroquinoline and 5-bromo-2-fluoronitrobenzene and following the steps of 1a to 1f of Example 2, one may obtain, in sequence, 1-(4-bromo-2-nitrophenyl)-1,2,3,4-tetrahydroquinoline, 1-(2-amino-4-bromophenyl)-1,2,3,4-tetrahydroquinoline, N-[2-{1-(5-bromophenyl)-1,2,3,4-tetrahydroquinolin-1-yl}]-4-methyl-1-piperazine carboxamide, and 10-bromo-7-(4-methyl-1-piperazinyl)-2,3-dihydro-1H-quino[1,8-ab][1,5]benzodiazepine.

출처 및 근거

ORD 기록
ord-0823a69713da42928339c4f36c660f9c
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04723007

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