Potassium Phosphate, Tribasic → 2-(3-Cyanoindol-1-yl)isonicotinic acid ethyl ester

HRID 881640

反応式

HRID 881640 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]([C:10]#[N:11])=[CH:2]1.[CH2:12]([O:14][C:15](=[O:23])[C:16]1[CH:21]=[CH:20][N:19]=[C:18](Br)[CH:17]=1)[CH3:13].P([O-])([O-])([O-])=O.[K+].[K+].[K+].CN[C@@H]1CCCC[C@H]1NC>[Cu](I)I.C1(C)C=CC=CC=1>[CH2:12]([O:14][C:15](=[O:23])[C:16]1[CH:17]=[CH:18][N:19]=[C:20]([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]([C:10]#[N:11])=[CH:2]2)[CH:21]=1)[CH3:13]

参加物

7

反応物 4

HCID 62657Potassium Phosphate, TribasicHCID 2302823-CyanoindoleHCID 2733821trans-N,N'-dimethyl-1,2-cyclohexanediamineHCID 3847769Ethyl 2-bromoisonicotinate

生成物 1

HCID 584373112-(3-Cyanoindol-1-yl)isonicotinic acid ethyl ester収率 30.1%

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 1140Toluene溶媒

反応条件

温度
110 °C

実験手順

A mixture of 1H-indole-3-carbonitrile (0.1 g), 2-bromoisonicotinic acid ethyl ester (0.16 g), potassium phosphate (0.27 g), (1R,2R)-(−)-N,N′-dimethylcyclohexane-1,2-diamine (0.017 g), copper iodide (0.006 g) and toluene (0.7 mL) was stirred at 110° C. for 38 hours. The insoluble material was removed by filtration, and this filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=10/90 to 66/34) to give the title compound (0.061 g).

後処理

  1. customThe insoluble material was removed by filtration
  2. concentrationthis filtrate was concentrated under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane=10/90 to 66/34)

出典と根拠

ORDレコード
ord-77bd4d3965a34ec085ad7d42f7b10e7d
出典データセット
uspto-grants-2015_03
特許番号
US08993616B2

関連ノート

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