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Tricyclohexylphosphine → (5-(2-(Ethylsulfonyl)propan-2-yl)pyridin-3-yl)boronic acid

HRID 1521595
노트
인쇄 미리보기

반응식

HRID 1521595 반응식
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([C:8]([S:11]([CH2:14][CH3:15])(=[O:13])=[O:12])([CH3:10])[CH3:9])[CH:7]=1.[B:16]1(B2OC(C)(C)C(C)(C)O2)[O:20]C(C)(C)C(C)(C)[O:17]1.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1.C([O-])(=O)C.[K+]>O1CCOCC1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[CH2:14]([S:11]([C:8]([C:6]1[CH:7]=[C:2]([B:16]([OH:20])[OH:17])[CH:3]=[N:4][CH:5]=1)([CH3:10])[CH3:9])(=[O:13])=[O:12])[CH3:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 75806TricyclohexylphosphineHCID 517044Potassium AcetateHCID 2733548Bis(pinacolato)diboraneHCID 899616963-Bromo-5-[2-(ethylsulfonyl)propan-2-yl]pyridine

생성물 1

HCID 89961589(5-(2-(Ethylsulfonyl)propan-2-yl)pyridin-3-yl)boronic acid

시약·촉매·용매 2

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 312751,4-Dioxane용매

반응 조건

온도
80 °C

실험 절차

A vial containing the title compound from Example 62 Step D (0.030 g, 0.103 mmol), bis(pinacolato)diboron (0.052 g, 0.205 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.019 g, 0.021 mmol), tricyclohexylphosphine (0.012 g, 0.041 mmol) and potassium acetate (0.030 g, 0.308 mmol) in 1,4-dioxane (0.510 mL) was flushed with nitrogen, sealed tightly and heated to 80° C. overnight. The reaction was then passed through a syringe filter and concentrated under reduced pressure to provide the title compound: LCMS m/z 258.29 [M+H]+.

후처리

  1. customwas flushed with nitrogen
  2. customsealed tightly
  3. customThe reaction was then passed through a syringe
  4. filtrationfilter
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-12c3bc0fed8f4c32b6983904c6dc1d62
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073929B2

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