Potassium Carbonate → 1-(2-Methyl-pyrimidin-5-yl)-7-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-hept-1-en-3-one

HRID 2187368노트

반응식

HRID 2187368 반응식
COP([CH2:7][C:8](=[O:23])[CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[CH2:19][CH2:18][CH2:17][NH:16][C:15]=2[N:14]=1)(=O)OC.[CH:24]([C:26]1[CH:27]=[N:28][C:29]([CH3:32])=[N:30][CH:31]=1)=O.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:32][C:29]1[N:30]=[CH:31][C:26]([CH:24]=[CH:7][C:8](=[O:23])[CH2:9][CH2:10][CH2:11][CH2:12][C:13]2[CH:22]=[CH:21][C:20]3[CH2:19][CH2:18][CH2:17][NH:16][C:15]=3[N:14]=2)=[CH:27][N:28]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 31609702-Methylpyrimidine-5-carbaldehydeHCID 11267803Dimethyl (2-oxo-6-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)hexyl)phosphonate

생성물 1

HCID 693708181-(2-Methyl-pyrimidin-5-yl)-7-(5,6,7,8-tetrahydro-[1,8]naphthyridin-2-yl)-hept-1-en-3-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 1-6 (5.5 g, 16.2 mmol), 5-formyl-2-methylpyrimidine (1-6a, 1.8 g, 14.7 mmol; for preparation, see J. Heterocyclic Chem., 28, 1281 (1991)) in 40 mL DMF was added K2CO3(4.07 g, 32 mmol). The mixture was stirred at ambient temperature for 15 hr, and concentrated to a paste. The residue was diluted with water, extracted with ethyl acetate, and dried over magnesium sulfate. Following concentration, the residue was chromatographed on silica gel (70 chloroform/25 ethyl acetate/5 methanol) to give 1-7 as a white solid.

후처리

  1. concentrationconcentrated to a paste
  2. additionThe residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentration
  6. customthe residue was chromatographed on silica gel (70 chloroform/25 ethyl acetate/5 methanol)

출처 및 근거

ORD 기록
ord-79cccdd375c345c28a077439d1c087b2
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410526B1

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