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Methanol → HCID 57792030、化合物

HRID 421976
ノート
印刷プレビュー

反応式

HRID 421976 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

9

反応物 4

HCID 887MethanolHCID 516892Sodium BicarbonateHCID 57792028HCID 57792028、化合物HCID 178418416HCID 178418416、化合物

生成物 1

HCID 57792030HCID 57792030、化合物

試薬・触媒・溶媒 4

HCID 167845palladium(II) acetate触媒
HCID 635956
Ferrocene-1,1'-bis-(diphenylphosphine)
触媒
HCID 6228Dimethylformamide溶媒
HCID 8857Ethyl Acetate溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-32abfa5726ae4214ab0f8062ff04b51e
出典データセット
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08101621B2

反応ノート

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