8-Hydroxyquinoline → HCID 178474185、化合物

HRID 499806ノート

反応式

HRID 499806 の反応式
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]

参加物

7

反応物 4

HCID 19238-HydroxyquinolineHCID 11430Potassium CarbonateHCID 178474184HCID 178474184、化合物HCID 178523075HCID 178523075、化合物

生成物 1

HCID 178474185HCID 178474185、化合物収率 6.6%

試薬・触媒・溶媒 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)触媒HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
130 °C

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-faa28f3dd2ec4e46a51b47ded2e7b15d
出典データセット
uspto-grants-2010_08
特許番号
US07767697B2

反応ノート

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