3-Bromothieno[2,3-b]pyridine → Thieno[2,3-b]pyridine-3-carbonitrile

HRID 1890539ノート

反応式

HRID 1890539 の反応式
Br[C:2]1[C:10]2[C:5](=[N:6][CH:7]=[CH:8][CH:9]=2)[S:4][CH:3]=1.[C:11]([Cu])#[N:12]>CN(C=O)C.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[S:4]1[C:5]2=[N:6][CH:7]=[CH:8][CH:9]=[C:10]2[C:2]([C:11]#[N:12])=[CH:3]1

参加物

5

反応物 2

HCID 2899263-Bromothieno[2,3-b]pyridineHCID 178418546HCID 178418546、化合物

生成物 1

HCID 21828305Thieno[2,3-b]pyridine-3-carbonitrile

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
120 °C

実験手順

To a stirred solution of 3-bromothieno[2,3-b]pyridine (J-3) (107 mg, 0.5 mmol) and CuCN (60 mg, 0.67 mmol) in anhydrous DMF (4 mL) was added Pd(PPh3)4 (57 mg, 0.05 mmol). The reaction was degassed with nitrogen and stirred at 120° C. for 5 h. Then the cooled mixture was concentrated and purified by chromatography to afford the title compound. MS (m/z): 161 (M+1)+.

後処理

  1. customThe reaction was degassed with nitrogen
  2. concentrationThen the cooled mixture was concentrated
  3. custompurified by chromatography

出典と根拠

ORDレコード
ord-1dd9ac8032c249518067f2ea150d3289
出典データセット
uspto-grants-2013_08
特許番号
US08507487B2

反応ノート

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