Sodium Hydroxide → HCID 117821419, 화합물

HRID 59088

반응식

HRID 59088 반응식
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

참가 물질

6

반응물 3

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

생성물 1

HCID 117821419HCID 117821419, 화합물수율 11.5%

시약·촉매·용매 2

HCID 94433Tetrabutylammonium hydrogen sulfate촉매HCID 241Benzene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-858020decce040b0a2758796bc369d3b
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09439904B2

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