8-Hydroxyquinoline → HCID 178482154, 화합물

HRID 1802616노트

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HRID 1802616 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:13]=[CH:12][CH:11]=[CH:10]/[C:9]/2=[N:14]\[CH3:15])=[CH:4][CH:3]=1.[Cl:16][C:17]1[S:21][C:20]([C:22]([NH:24][CH2:25][C:26]2[N:27]=[CH:28][NH:29][CH:30]=2)=[O:23])=[CH:19][CH:18]=1.OC1C=CC=C2C=1N=CC=C2.C([O-])([O-])=O.[K+].[K+]>CS(C)=O.[Cu]I>[Cl:16][C:17]1[S:21][C:20]([C:22]([NH:24][CH2:25][C:26]2[N:27]=[CH:28][N:29]([C:2]3[CH:7]=[CH:6][C:5]([N:8]4[CH:13]=[CH:12][CH:11]=[CH:10]/[C:9]/4=[N:14]\[CH3:15])=[CH:4][CH:3]=3)[CH:30]=2)=[O:23])=[CH:19][CH:18]=1

참가 물질

7

반응물 4

HCID 19238-HydroxyquinolineHCID 11430Potassium CarbonateHCID 178482153HCID 178482153, 화합물HCID 178523075HCID 178523075, 화합물

생성물 1

HCID 178482154HCID 178482154, 화합물수율 25.3%

시약·촉매·용매 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)촉매HCID 679Dimethyl Sulfoxide용매

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온도
130 °C

실험 절차

A mixture of (E)-N-(1-(4-iodophenyl)pyridin-2(1H)-ylidene)methanamine (59 mg, 0.14 mmol), 5-Chloro-N-((1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 3-1 (63 mg, 0.18 mmol), 8-hydroxyquinoline (10 mg, 0.069 mmol) and K2CO3 (100 mg, 0.72 mmol) in DMSO (1 mL) was degassed with Ar before being charged with CuI (15 mg, 0.079 mmol). The mixture in a sealed tube was heated at 130° C. overnight. It was then purified by HPLC to give the titled compound (15 mg). MS 424.1 and 426.1 (M+H, Cl pattern).

후처리

  1. customwas degassed with Ar
  2. customIt was then purified by HPLC

출처 및 근거

ORD 기록
ord-fd0df028ab304a2ba8d8aa4825c2fb95
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349873B2

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