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Potassium Carbonate → HCID 59540809, 화합물

HRID 1677361
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HRID 1677361 반응식
[CH2:1]([O:3][C:4]([C:6]1[C:14]2[C:9](=[N:10][CH:11]=[C:12](Br)[N:13]=2)[NH:8][C:7]=1[CH3:16])=[O:5])[CH3:2].[CH3:17][O:18][C:19]1[CH:20]=[C:21](B(O)O)[CH:22]=[C:23]([O:27][CH3:28])[C:24]=1[O:25][CH3:26].C([O-])([O-])=O.[K+].[K+]>CCOC(C)=O.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH2:1]([O:3][C:4]([C:6]1[C:14]2[C:9](=[N:10][CH:11]=[C:12]([C:21]3[CH:22]=[C:23]([O:27][CH3:28])[C:24]([O:25][CH3:26])=[C:19]([O:18][CH3:17])[CH:20]=3)[N:13]=2)[NH:8][C:7]=1[CH3:16])=[O:5])[CH3:2]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 27343903,4,5-Trimethoxybenzeneboronic acidHCID 14416340Ethyl 2-bromo-6-methyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylate

생성물 1

HCID 59540809HCID 59540809, 화합물수율 22.4%

시약·촉매·용매 2

HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)
촉매
HCID 8857Ethyl Acetate용매

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온도
100 °C

실험 절차

To a flask charged with 2-Bromo-6-methyl-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ethyl ester (360 mg, 1.26 mmol), 3,4,5-trimethoxyphenylboronic acid (320 mg, 1.51 mMol), Pd(dppf)Cl2 (31 mg, 0.038 mmol) was added K2CO3 (520 mg, 3.75 mmol). The mixture was heated to 100° C. overnight. The reaction mixture was cooled, diluted with EtOAc and filtered over celite. The solution was washed with water and brine, dried over Na2SO4, filtered, and concentrated. Flash chromatography afforded 105 mg of 6-Methyl-2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid ethyl ester.

후처리

  1. temperatureThe reaction mixture was cooled
  2. filtrationfiltered over celite
  3. washThe solution was washed with water and brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-04d7f26581044bdd8da00d3a0e855e5e
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08008298B2

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