8-Hydroxyquinoline → HCID 178474185, 화합물

HRID 1802620노트

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HRID 1802620 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]\[C:15](=[O:17])[CH3:16])=[CH:4][CH:3]=1.[Cl:18][C:19]1[S:23][C:22]([C:24]([NH:26][CH2:27][C:28]2[N:29]=[CH:30][NH:31][CH:32]=2)=[O:25])=[CH:21][CH:20]=1.OC1C=CC=C2C=1N=CC=C2.C([O-])([O-])=O.[K+].[K+]>CS(C)=O.[Cu]I>[C:15](/[N:14]=[C:9]1/[N:8]([C:5]2[CH:6]=[CH:7][C:2]([N:31]3[CH:32]=[C:28]([CH2:27][NH:26][C:24]([C:22]4[S:23][C:19]([Cl:18])=[CH:20][CH:21]=4)=[O:25])[N:29]=[CH:30]3)=[CH:3][CH:4]=2)[CH:13]=[CH:12][CH:11]=[CH:10]/1)(=[O:17])[CH3:16]

참가 물질

7

반응물 4

HCID 19238-HydroxyquinolineHCID 11430Potassium CarbonateHCID 178474184HCID 178474184, 화합물HCID 178523075HCID 178523075, 화합물

생성물 1

HCID 178474185HCID 178474185, 화합물수율 6.6%

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)acetamide (120 mg, 0.27 mmol), 5-Chloro-N-((1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 3-1 (109 mg, 0.30 mmol), 8-hydroxyquinoline (15 mg, 0.10 mmol) and K2CO3 (100 mg, 0.72 mmol) in DMSO (2 mL) was degassed with Ar before being charged with CuI (24 mg, 0.12 mmol). The mixture in a sealed tube was heated at 130° C. for 5 h. It was then purified by HPLC to give the titled compound (8 mg). MS 452.0 and 454.0 (M+H, Cl pattern).

후처리

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

출처 및 근거

ORD 기록
ord-e5ae877a88d845348ff555e29112547c
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08349873B2

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