Sodium Hydroxide → HCID 117821419、化合物

HRID 59088

反応式

HRID 59088 の反応式
CS([O:5][CH2:6][C:7]1[CH:12]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[CH2:14])[N:10]=[C:9]([Cl:18])[N:8]=1)(=O)=O.[F:19][C:20]([F:25])([F:24])[CH2:21][CH2:22]O.[OH-].[Na+]>C1C=CC=CC=1.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:18][C:9]1[N:10]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[CH2:14])[CH:12]=[C:7]([CH2:6][O:5][CH2:22][CH2:21][C:20]([F:25])([F:24])[F:19])[N:8]=1

参加物

6

反応物 3

HCID 14798Sodium HydroxideHCID 1375123,3,3-Trifluoro-1-propanolHCID 117821115(2-Chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate

生成物 1

HCID 117821419HCID 117821419、化合物収率 11.5%

試薬・触媒・溶媒 2

HCID 94433Tetrabutylammonium hydrogen sulfate触媒HCID 241Benzene溶媒

実験手順

To a solution of (2-chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate (0.452 g, 1.54 mmol) in benzene (7 mL) were added 3,3,3-trifluoropropan-1-ol (0.264 g, 2.32 mmol), sodium hydroxide (5 M, 0.463 mL, 2.32 mmol) and tetrabutylammonium hydrogen sulfate (0.052 g, 0.15 mmol). The mixture was stirred vigourously over night at room temperature. The mixture was filtered through a short silica plug with magnesium sulfate on top. The filter was washed with EtOAc. The mixture was purified by preparative HPLC to give 2-chloro-4-(1-ethoxyvinyl)-6-((3,3,3-trifluoropropoxy)methyl)pyrimidine 0.055 g 11%).

後処理

  1. filtrationThe mixture was filtered through a short silica plug with magnesium sulfate on top
  2. washThe filter was washed with EtOAc
  3. customThe mixture was purified by preparative HPLC

出典と根拠

ORDレコード
ord-858020decce040b0a2758796bc369d3b
出典データセット
uspto-grants-2016_09
特許番号
US09439904B2

関連ノート

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