Water → HCID 86696695、化合物

HRID 1774193ノート

反応式

HRID 1774193 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][N:3]=1.[Si:9]([O:16][CH2:17][C@@H:18]([N:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:38]=[CH:37][N:36]=[C:35](S(C)(=O)=O)[N:34]=2)=[CH:29][C:28]1=[O:43])[C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([F:26])[CH:20]=1)([C:12]([CH3:15])([CH3:14])[CH3:13])([CH3:11])[CH3:10].O>C(O)(CC)C>[Si:9]([O:16][CH2:17][C@@H:18]([N:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:38]=[CH:37][N:36]=[C:35]([NH:8][C:6]3[CH:5]=[CH:4][N:3]=[C:2]([CH3:1])[N:7]=3)[N:34]=2)=[CH:29][C:28]1=[O:43])[C:19]1[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([F:26])[CH:20]=1)([C:12]([CH3:15])([CH3:13])[CH3:14])([CH3:11])[CH3:10]

参加物

5

反応物 3

HCID 962WaterHCID 2957632-Methylpyrimidin-4-amineHCID 71727006(S)-1-(2-((tert-Butyldimethylsilyl)oxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(methylsulfonyl)pyrimidin-4-yl)pyridin-2(1H)-one

生成物 1

HCID 86696695HCID 86696695、化合物収率 32%

試薬・触媒・溶媒 1

HCID 6568(+-)-2-Butanol溶媒

反応条件

温度
110 °C

実験手順

2-Methylpyrimidin-4-amine (0.41 g, 3.7 mmol) and (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-(methylsulfonyl)pyrimidin-4-yl)pyridin-2(1H)-one (0.10 g, 0.19 mmol) were placed in sec-BuOH (1 mL), heated to 110° C. in a sealed tube for 18 hours, then poured into water, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated to give the crude product, which was purified by column chromatography (500:5 DCM/MeOH to remove impurity, then 500:15 for product) to give (S)-1-(2-(tert-butyldimethylsilyloxy)-1-(4-chloro-3-fluorophenyl)ethyl)-4-(2-((2-methylpyrimidin-4-yl)amino)pyrimidin-4-yl)pyridin-2(1H)-one (0.034 g, 32% yield).

後処理

  1. extractionextracted with DCM
  2. dry with materialThe combined organic fractions were dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated
  5. customto give the crude product, which
  6. customwas purified by column chromatography (500:5 DCM/MeOH
  7. customto remove impurity

出典と根拠

ORDレコード
ord-6acd724d87064f98996366e2ee64014e
出典データセット
uspto-grants-2016_02
特許番号
US09259470B2

反応ノート

読み込み中…