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2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl → HCID 118324140, 화합물

HRID 1778310
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HRID 1778310 반응식
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)=[O:13])[CH:10]=2)[N:5]=[C:4]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])[CH:3]=1.F[C:27]1[CH:28]=[C:29]([CH:35]=[CH:36][CH:37]=1)/[CH:30]=[CH:31]/B(O)O.COC1C=CC=C(OC)C=1C1C=CC=CC=1P(C1CCCCC1)C1CCCCC1.[O-]P([O-])([O-])=O.[K+].[K+].[K+].O>C1COCC1.CCOC(C)=O.O.CC([O-])=O.CC([O-])=O.[Pd+2]>[C:22]([O:21][C:4]1[CH:3]=[C:2](/[CH:31]=[CH:30]/[C:29]2[CH:35]=[CH:36][CH:37]=[CH:27][CH:28]=2)[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)=[O:13])[CH:10]=2)[N:5]=1)([CH3:25])([CH3:24])[CH3:23]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 4

HCID 112698722-Dicyclohexylphosphino-2',6'-dimethoxybiphenylHCID 16217749B-[(1E)-2-(3-Fluorophenyl)ethenyl]boronic acidHCID 22031701Potassium phosphate, tribasic, monohydrateHCID 118323959HCID 118323959, 화합물

생성물 1

HCID 118324140HCID 118324140, 화합물

시약·촉매·용매 4

HCID 167845
palladium(II) acetate
촉매
HCID 962Water용매
HCID 8028Tetrahydrofuran용매
HCID 8857Ethyl Acetate용매

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온도
30 °C

실험 절차

A mixture of (4-bromo-2-(tert-butoxy)quinolin-6-yl)(4-chlorophenyl)methanone (157 mg, 0.375 mmol), (E)-(3-fluorostyryl)boronic acid (105.8 mg, 0.637 mmol), Pd(OAc)2 (8.42 mg, 0.0375 mmol), SPhos (30.79 mg, 0.0375 mmol), and K3PO4.H2O (159 mg, 0.75 mmol) in anhydrous THF (2.5 mL) was stirred at 30° C. overnight. The reaction was diluted with EtOAc and water. The organics were concentrated and purified by silica column chromatography (20% EtOAc/heptanes) to yield (E)-(2-(tert-butoxy)-4-styrylquinolin-6-yl)(4-chlorophenyl)methanone. (ES, m/z) [M-tBu]+ 404, 405, 407

후처리

  1. concentrationThe organics were concentrated
  2. custompurified by silica column chromatography (20% EtOAc/heptanes)

출처 및 근거

ORD 기록
ord-ceef7cc233dc45e1a1349db0da498a94
출처 데이터셋
uspto-grants-2016_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09266835B2

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