Tricyclohexylphosphine → HCID 70977491, 화합물

HRID 1521605노트

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HRID 1521605 반응식
Br[C:2]1[CH:3]=[C:4]([C:8]2([C:11]([O:13][CH3:14])=[O:12])[CH2:10][CH2:9]2)[CH:5]=[N:6][CH:7]=1.[B:15]1(B2OC(C)(C)C(C)(C)O2)[O:19]C(C)(C)C(C)(C)[O:16]1.C1(P(C2CCCCC2)C2CCCCC2)CCCCC1.C([O-])(=O)C.[K+]>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].O1CCOCC1>[CH3:14][O:13][C:11]([C:8]1([C:4]2[CH:3]=[C:2]([B:15]([OH:19])[OH:16])[CH:7]=[N:6][CH:5]=2)[CH2:10][CH2:9]1)=[O:12]

참가 물질

7

반응물 4

HCID 75806TricyclohexylphosphineHCID 517044Potassium AcetateHCID 2733548Bis(pinacolato)diboraneHCID 59578399Methyl 1-(5-bromopyridin-3-yl)cyclopropanecarboxylate

생성물 1

HCID 70977491HCID 70977491, 화합물

시약·촉매·용매 2

HCID 9811564Bis(dibenzylideneacetone)palladium촉매HCID 312751,4-Dioxane용매

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온도
80 °C

실험 절차

To a vial containing the title compound from Example 71 Step B (0.150 g, 0.586 mmol), bis(pinacolato)diboron (0.178 g, 0.703 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.054 g, 0.059 mmol), tricyclohexylphosphine (0.033 g, 0.117 mmol) and potassium acetate (0.17 g, 1.76 mmol) was added dioxane (5.9 mL). The reaction was heated to 80° C. for 16 hours. It was then cooled to room temperature, passed through a syringe filter and concentrated under reduced pressure to afford the title compound: LCMS m/z 221.63 [M+H]+.

후처리

  1. temperatureIt was then cooled to room temperature
  2. custompassed through a syringe
  3. filtrationfilter
  4. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-fa6fbae1abb14217b18e3565efe9b0a9
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073929B2

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