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

HRID 709780
ノート
印刷プレビュー

反応式

HRID 709780 の反応式
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]
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 16218181
Dichloro-[1,3-bis(diisopropylphenyl)-2-imidazolidinyliden]-(3-chloropyridyl)palladium(II)
触媒
HCID 3283Diethyl Ether溶媒
HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-35a2fb79524542b0bbb140bb23afff28
出典データセット
uspto-grants-2015_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09181186B2

反応ノート

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