Dimethylformamide → Isoquinoline-6-carbonitrile

HRID 401196

반응식

HRID 401196 반응식
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[N:7][CH:6]=[CH:5]2.[CH3:12][N:13](C=O)C>O.[C-]#N.[C-]#N.[Zn+2].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>[CH:8]1[C:9]2[C:4](=[CH:3][C:2]([C:12]#[N:13])=[CH:11][CH:10]=2)[CH:5]=[CH:6][N:7]=1

참가 물질

6

반응물 2

HCID 6228DimethylformamideHCID 3136816-Bromoisoquinoline

생성물 1

HCID 23130705Isoquinoline-6-carbonitrile

시약·촉매·용매 3

HCID 11186Zinc cyanide (Zn(CN)2)촉매HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

Under N2, a mixture of 6-bromoisoquinoline (400 mg, 1.9 mmol), Zn(CN)2 (446 mg, 3.8 mmol) and Pd(PPh3)4 (40 mg) in DMF (20 mL) was stirred at 100° C. for 1 hour. Cooled the mixture to room temperature and dissolved in water. Followed standard aqueous/EtOAc workup and purified by column chromatography (PE: EtOAc=10:1).

후처리

  1. temperatureCooled the mixture to room temperature
  2. customFollowed standard aqueous/EtOAc workup and purified by column chromatography (PE: EtOAc=10:1)

출처 및 근거

ORD 기록
ord-284b5dd0b8694a65b3652234ac78ba22
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08741915B2

연결된 노트

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