Sodium hydride → (2R,3R)-3-([6-chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}oxy)butan-2-ol

HRID 1024839노트

반응식

HRID 1024839 반응식
[CH3:1][C@@H:2]([OH:6])[C@H:3]([OH:5])[CH3:4].[Cl:7][C:8]1[CH:13]=[C:12](Cl)[N:11]=[C:10]([S:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:18]=2[F:24])[N:9]=1.[H-].[Na+]>O1CCCC1>[Cl:7][C:8]1[N:9]=[C:10]([S:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([F:23])[C:18]=2[F:24])[N:11]=[C:12]([O:5][C@H:3]([CH3:4])[C@H:2]([OH:6])[CH3:1])[CH:13]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 225936(2R,3R)-ButanediolHCID 859280374,6-Dichloro-2-((2,3-difluorobenzyl)thio)pyrimidine

생성물 1

HCID 86619864(2R,3R)-3-([6-chloro-2-[(2,3-difluorobenzyl)thio]pyrimidin-4-yl}oxy)butan-2-ol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of (2R,3R)-butane-2,3-diol (250 mg) and 4,6-Dichloro-2-[(2,3-difluorobenzyl)thio]pyrimidine (the product of example 1 step (ii)) (427 mg) in anhydrous tetrahydrofuran (20 ml) at ambient temperature was added 60% sodium hydride (33.4 mg). After stirring for 15 minutes the reaction mixture was partitioned between aq. ammonium chloride solution and ethyl acetate. The organics collected, dried (MgSO4) and solvents removed under vacuo to give the subtitle compound as colourless gum. Yield: 525 mg.

후처리

  1. customwas partitioned between aq. ammonium chloride solution and ethyl acetate
  2. dry with materialThe organics collected, dried (MgSO4) and solvents
  3. customremoved under vacuo

출처 및 근거

ORD 기록
ord-1ea8a97831524c31b9827d1feaf96706
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722883B2

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