2-Methoxyethanol → 2-Methyl-4-(2-methoxyethoxy)-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine

HRID 1517451노트

반응식

HRID 1517451 반응식
[H-].[Na+].[CH3:3][C:4]1[N:5]=[C:6](Cl)[C:7]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[CH:11]=[CH:10][C:8]=2[N:9]=1.[CH3:22][O:23][CH2:24][CH2:25][OH:26]>>[CH3:3][C:4]1[N:5]=[C:6]([O:26][CH2:25][CH2:24][O:23][CH3:22])[C:7]2[N:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=3)[CH:11]=[CH:10][C:8]=2[N:9]=1

참가 물질

4

반응물 3

HCID 80192-MethoxyethanolHCID 24758Sodium hydrideHCID 576983684-Chloro-6-(4-fluorophenyl)-2-methylpyrido[3,2-d]pyrimidine

생성물 1

HCID 576983182-Methyl-4-(2-methoxyethoxy)-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine수율 88%

실험 절차

Sodium hydride (80 mg of a 60% dispersion in mineral oil, 2.0 mmol) was added to 2-methoxyethanol (10 ml). The mixture was stirred at room temperature for 10 minutes. Then, 2-methyl-4-chloro-6-(4-fluorophenyl)-pyrido[3,2-d]pyrimidine (110 mg, 0.4 mmol) was added to this solution. The resulting mixture was stirred at room temperature for another 40 minutes. After concentration under reduced pressure, the residue was purified by silica gel flash chromatography, the mobile phase being a mixture of ethanol and dichloromethane, in a volume ratio of 1:100, affording the pure title compound (110 mg, yield 88%) as a white solid which was characterised as follows: MS (m/z): 314 ([M+H]+, 100).

후처리

  1. stirringThe resulting mixture was stirred at room temperature for another 40 minutes
  2. concentrationAfter concentration under reduced pressure
  3. customthe residue was purified by silica gel flash chromatography
  4. additiona mixture of ethanol and dichloromethane

출처 및 근거

ORD 기록
ord-6946c400dab54daeb1960fc577e7733b
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08232278B2

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