7-Aminoquinoline → 9-Oxo-9H-fluorene-2-carboxylic acid quinolin-7-yl amide

HRID 494258

반응식

HRID 494258 반응식
[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[O:12]=[C:13]1[C:25]2[CH:24]=[C:23]([C:26](O)=[O:27])[CH:22]=[CH:21][C:20]=2[C:19]2[C:14]1=[CH:15][CH:16]=[CH:17][CH:18]=2.Cl.CN(C)CCCN=C=NCC>C(Cl)Cl.CN(C)C1C=CN=CC=1>[N:9]1[C:10]2[C:5](=[CH:4][CH:3]=[C:2]([NH:1][C:26]([C:23]3[CH:22]=[CH:21][C:20]4[C:19]5[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=5)[C:13](=[O:12])[C:25]=4[CH:24]=3)=[O:27])[CH:11]=2)[CH:6]=[CH:7][CH:8]=1

참가 물질

6

반응물 3

HCID 113777-AminoquinolineHCID 69913Fluorenone-2-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

생성물 1

HCID 576826739-Oxo-9H-fluorene-2-carboxylic acid quinolin-7-yl amide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

To a solution of 7-aminoquinoline (D55) (35 mg, 0.24 mmol) in DCM (3 ml) was added 9-oxo-9H-fluorene-2-carboxylic acid (60 mg, 0.27 mmol), (3-dimethylamino-propyl)-ethyl-carbodiimide hydrochloride (68 mg, 0.36 mmol) and 4-dimethylaminopyridine (5 mg, 0.04 mmol) and the reaction stirred at room temperature then at reflux until complete by tlc. After cooling to room temperature the resultant precipitate was filtered off to give the title compound as an off-white solid. MS(ES): MH+ 351, M-H+ 349

후처리

  1. temperatureat reflux until complete by tlc
  2. filtrationwas filtered off

출처 및 근거

ORD 기록
ord-e46a805cfcff40e3a1a945274cb69073
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538121B2

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