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

HRID 1894182노트

반응식

HRID 1894182 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-c79f140241724c12bfd88b8e339b34d6
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513276B2

반응 노트

불러오는 중…