Potassium Acetate → (2-((Tetrahydro-2H-pyran-4-yl)oxy)pyridin-4-yl)boronic acid

HRID 1894182ノート

反応式

HRID 1894182 の反応式
Br[C:2]1[CH:7]=[CH:6][N:5]=[C:4]([O:8][CH:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)[CH:3]=1.CC1(C)C(C)(C)[O:19][B:18](B2OC(C)(C)C(C)(C)O2)[O:17]1.C([O-])(=O)C.[K+]>CS(C)=O>[O:12]1[CH2:13][CH2:14][CH:9]([O:8][C:4]2[CH:3]=[C:2]([B:18]([OH:19])[OH:17])[CH:7]=[CH:6][N:5]=2)[CH2:10][CH2:11]1

参加物

5

反応物 3

HCID 517044Potassium AcetateHCID 2733548Bis(pinacolato)diboraneHCID 592777554-Bromo-2-((tetrahydro-2H-pyran-4-yl)oxy)pyridine

生成物 1

HCID 57416471(2-((Tetrahydro-2H-pyran-4-yl)oxy)pyridin-4-yl)boronic acid

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
100 °C

実験手順

To 4-Bromo-2-(tetrahydro-pyran-4-yloxy)-pyridine (0.2 g, 0.77 mmol) in DMSO (5 ml) (degassed by bubbling N2 through) was added 4,4,5,5,4′,4′,5′,5′-Octamethyl-2,2′-bi-1,3,2-dioxaborolane (0.39 g, 1.55 mmol) and potassium acetate (0.27 g, 2.31 mmol). PdCl2ddpf (0.028, 0.04 mmol) was added, the reaction mixture again degassed and then heated at 100° C. for 5 h. The compound was passed through a C18 reverse phase chromatography column to afford the desired product, used crude. MS: [MH]+ 224.

後処理

  1. additionPdCl2ddpf (0.028, 0.04 mmol) was added
  2. customthe reaction mixture again degassed

出典と根拠

ORDレコード
ord-c79f140241724c12bfd88b8e339b34d6
出典データセット
uspto-grants-2013_08
特許番号
US08513276B2

反応ノート

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