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

HRID 876785노트

반응식

HRID 876785 반응식
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

참가 물질

5

반응물 2

HCID 2899263-Bromothieno[2,3-b]pyridineHCID 178418546HCID 178418546, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 6228Dimethylformamide용매

반응 조건

온도
120 °C

실험 절차

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)+.

후처리

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

출처 및 근거

ORD 기록
ord-82304ddb3b624693aa5847a20849ccdc
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08987269B2

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