Potassium Carbonate → 1-(2-Methoxyphenyl)isoquinoline

HRID 1011442

반응식

HRID 1011442 반응식
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1.[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1B(O)O.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O.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>[CH3:12][O:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 6409631-BromoisoquinolineHCID 27339582-Methoxyphenylboronic acid

생성물 1

HCID 231597341-(2-Methoxyphenyl)isoquinoline

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 21962138N,N-Dimethylformamide--water (1/1)용매

반응 조건

온도
50 °C

실험 절차

A solution of 1-bromoisoquinoline (2.06 g, 10 mmol), prepared as described in European Journal of Organic Chemistry 2002, 4181-4184, 2-methoxyphenylboronic acid (2.79 g, 10 mmol), Pd(PPh3)4 (5% mol), K2CO3 (5 g) in DMF/water (3/1) is stirred at 50° C. for 12 hours. The reaction mixture is then pored on water (150 mL). The aqueous phase is extracted with ethyl acetate (3×100 mL). The combined organic layers are washed with water (3×200 mL). The organic phase is dried over magnesium sulfate and evaporated under vacuum to afford the title compound.

후처리

  1. extractionThe aqueous phase is extracted with ethyl acetate (3×100 mL)
  2. washThe combined organic layers are washed with water (3×200 mL)
  3. dry with materialThe organic phase is dried over magnesium sulfate
  4. customevaporated under vacuum

출처 및 근거

ORD 기록
ord-e12ca8df30494583a4d54d1c6152a1db
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977354B2

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