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Dimethylformamide → HCID 86673046, 화합물

HRID 1853279
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HRID 1853279 반응식
[C:1]([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14](Br)[CH:15]=2)[O:10][C:9]([C:18]2[N:19]=[CH:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:8]1)([CH3:4])([CH3:3])[CH3:2].[CH3:28][N:29](C)C=O>C(OCC)(=O)C.[C-]#N.[Zn+2].[C-]#N.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>[C:1]([O:5][N:6]=[C:7]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]([C:28]#[N:29])[CH:15]=2)[O:10][C:9]([C:18]2[N:19]=[CH:20][C:21]3[C:26]([CH:27]=2)=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:8]1)([CH3:4])([CH3:3])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 6228DimethylformamideHCID 86673027HCID 86673027, 화합물

생성물 1

HCID 86673046HCID 86673046, 화합물수율 76%

시약·촉매·용매 3

HCID 11186Zinc cyanide (Zn(CN)2)촉매HCID 178418397HCID 178418397, 화합물촉매
HCID 8857
Ethyl Acetate
용매

반응 조건

온도
120 °C

실험 절차

In a microwave vial was degassed with argon for 15 min. a mixture of 6-bromo-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (50 mg, 0.118 mmol), zinc cyanide (14 mg, 0.118 mmol) in dimethylformamide (1.5 ml). Tetrakis(triphenylphosphine)palladium (4 ma, 0.003 mmol) was added and the vial was sealed and heated at 120° C. under microwave irradiation for 10 min. The mixture was diluted with ethyl acetate, washed with a 5% aqueous solution of ammonia, brine and dried over sodium sulfate. The solution was concentrated and purified by flash chromatography over silica gel (cyclohexane/ethyl acetate: 0-20%) to yield 6-cyano-2-isoquinolin-3-yl-chromen-4-one O-tert-butyl oxime (33 mg, 76%).

후처리

  1. customIn a microwave vial was degassed with argon for 15 min.
  2. customthe vial was sealed
  3. washwashed with a 5% aqueous solution of ammonia, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationThe solution was concentrated
  6. custompurified by flash chromatography over silica gel (cyclohexane/ethyl acetate: 0-20%)

출처 및 근거

ORD 기록
ord-60a6892bb4b940898801b2df5637c025
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08962627B2

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