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

HRID 876785ノート

反応式

HRID 876785 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-82304ddb3b624693aa5847a20849ccdc
出典データセット
uspto-grants-2015_03
特許番号
US08987269B2

反応ノート

読み込み中…