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Hydrochloric Acid → 5-(((Tert-butyldimethylsilyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine

HRID 709780
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HRID 709780 반응식
FC(F)(F)S(O[C:7]1[C:8]([C:22]2[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][C:23]=2[F:30])=[N:9][CH:10]=[C:11]([CH2:13][O:14][Si:15]([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:17])[CH3:16])[CH:12]=1)(=O)=O.[CH2:33]([Mg]Cl)[C:34]([CH3:37])([CH3:36])[CH3:35].Cl>C1COCC1.C(OCC)C.CC(C1C=CC=C(C(C)C)C=1N1C=CN(C2C(C(C)C)=CC=CC=2C(C)C)C1)C.C1C=NC=C(Cl)C=1.Cl[Pd]Cl>[Si:15]([O:14][CH2:13][C:11]1[CH:12]=[C:7]([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])[C:8]([C:22]2[CH:27]=[C:26]([O:28][CH3:29])[CH:25]=[CH:24][C:23]=2[F:30])=[N:9][CH:10]=1)([C:18]([CH3:21])([CH3:20])[CH3:19])([CH3:16])[CH3:17]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 313Hydrochloric AcidHCID 1317339185-(((Tert-butyldimethylsilyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)pyridin-3-yl trifluoromethanesulfonateHCID 178418809HCID 178418809, 화합물

생성물 1

HCID 1317339195-(((Tert-butyldimethylsilyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)-3-neopentylpyridine

시약·촉매·용매 3

HCID 16218181
Dichloro-[1,3-bis(diisopropylphenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II)
촉매
HCID 3283Diethyl Ether용매
HCID 8028Tetrahydrofuran용매

실험 절차

Under an argon atmosphere, to a solution of 5-(((tert-butyldimethylsilyl)oxy)methyl)-2-(2-fluoro-5-methoxyphenyl)pyridin-3-yl trifluoromethanesulfonate (2.72 g) and PEPPSI-SIPr (trade name) (374 mg) in THF (25 mL) was added dropwise a 1.0 M solution (24 mL) of neopentylmagnesium chloride in diethyl ether, and the mixture was stirred at room temperature for 10 min. 1N Hydrochloric acid was added at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give a crude product of the title compound. This compound was used for the next step without further purification.

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-35a2fb79524542b0bbb140bb23afff28
출처 데이터셋
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09181186B2

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