8-Hydroxyquinoline → HCID 178512036、化合物

HRID 499800ノート

反応式

HRID 499800 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]#[N:16])=[CH:4][CH:3]=1.[Cl:17][C:18]1[S:22][C:21]([C:23]([NH:25][CH2:26][C:27]2[N:28]=[CH:29][NH:30][CH:31]=2)=[O:24])=[CH:20][CH:19]=1.OC1C=CC=C2C=1N=CC=C2.C([O-])([O-])=O.[K+].[K+]>CS(C)=O.[Cu]I>[Cl:17][C:18]1[S:22][C:21]([C:23]([NH:25][CH2:26][C:27]2[N:28]=[CH:29][N:30]([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]\[C:15]#[N:16])=[CH:4][CH:3]=3)[CH:31]=2)=[O:24])=[CH:20][CH:19]=1

参加物

7

反応物 4

HCID 19238-HydroxyquinolineHCID 11430Potassium CarbonateHCID 178512035HCID 178512035、化合物HCID 178523075HCID 178523075、化合物

生成物 1

HCID 178512036HCID 178512036、化合物収率 29.5%

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)-(1-(4-iodophenyl)pyridin-2(1H)-ylidene)cyanamide (25 mg, 0.078 mmol), 5-Chloro-N-((1H-imidazol-4-yl)methyl)thiophene-2-carboxamide 3-1 (65 mg, 0.18 mmol), 8-hydroxyquinoline (10 mg, 0.069 mmol) and K2CO3 (75 mg, 0.54 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 (10 mg). MS 435.1 and 437.0 (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-9f8ee12235a744149a435a2f7e072828
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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