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Methanol → HCID 57792030, 화합물

HRID 421976
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인쇄 미리보기

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HRID 421976 반응식
[C:1]([N:5]1[C:9]([NH:10][C:11]2[CH:16]=[C:15]([CH3:17])[N:14]=[C:13](Cl)[N:12]=2)=[CH:8][CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[C:19](=[O:22])([O-])[OH:20].[Na+].[CH3:24]O.[C]=O>C(OCC)(=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)[C-]2C=CC=C2)C=CC=CC=1.[C-]1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=C1.[Fe+2].CN(C)C=O>[C:1]([N:5]1[C:9]([NH:10][C:11]2[CH:16]=[C:15]([CH3:17])[N:14]=[C:13]([C:19]([O:20][CH3:24])=[O:22])[N:12]=2)=[CH:8][CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 57792028HCID 57792028, 화합물HCID 178418416HCID 178418416, 화합물

생성물 1

HCID 57792030HCID 57792030, 화합물

시약·촉매·용매 4

HCID 167845palladium(II) acetate촉매
HCID 635956
Ferrocene-1,1'-bis-(diphenylphosphine)
촉매
HCID 6228Dimethylformamide용매
HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 1.93 g of N-(1-tert-butyl-1H-pyrazol-5-yl)-2-chloro-6-methylpyrimidine -4-amine, 328 mg of palladium acetate, 804 mg of 1,1′-bisdiphenylphosphinoferrocene, 920 mg of sodium hydrogen carbonate, 20 ml of methanol and 20 ml of N,N-dimethylformamide was stirred at 100° C. for 16 hours under 3 atmospheric pressure of carbon monoxide, cooled to room temperature, and then diluted with ethyl acetate. An insoluble matter was filtered off using Celite and the resulting ethyl acetate solution was washed with water and saturated brine. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated. The residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=7/1 to 0/1) to give the title compound.

후처리

  1. filtrationAn insoluble matter was filtered off
  2. washthe resulting ethyl acetate solution was washed with water and saturated brine
  3. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationthe filtrate was concentrated
  6. customThe residue was purified by a silica gel column chromatography (eluent: hexane/ethyl acetate=7/1 to 0/1)

출처 및 근거

ORD 기록
ord-32abfa5726ae4214ab0f8062ff04b51e
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08101621B2

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