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Cesium carbonate → HCID 66727950, 화합물

HRID 573303
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HRID 573303 반응식
CC(C1C=C(C(C)C)C(C2C=CC=CC=2P(C2CCCCC2)C2CCCCC2)=C(C(C)C)C=1)C.Br[C:36]1[C:40]2=[N:41][CH:42]=[CH:43][CH:44]=[C:39]2[NH:38][CH:37]=1.[CH3:45][O:46][CH2:47][O:48][C:49]1[CH:54]=[CH:53][C:52](B2OC(C)(C)C(C)(C)O2)=[CH:51][CH:50]=1.C([O-])([O-])=O.[Cs+].[Cs+]>COCCOC.O.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]>[CH3:45][O:46][CH2:47][O:48][C:49]1[CH:54]=[CH:53][C:52]([C:36]2[C:40]3=[N:41][CH:42]=[CH:43][CH:44]=[C:39]3[NH:38][CH:37]=2)=[CH:51][CH:50]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 10796Cesium carbonateHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 179989012-[4-(Methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 441192133-Bromo-4-azaindole

생성물 1

HCID 66727950HCID 66727950, 화합물수율 14%

시약·촉매·용매 3

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 962Water용매2회
HCID 80711,2-Dimethoxyethane용매

실험 절차

To a suspension of Xphos (0.695 g), 3-bromo-1H-pyrrolo[3,2-b]pyridine (3.59 g), 2-[4-(methoxymethoxy)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.81 g) and Cs2CO3 (11.86 g) in DME (50 mL) and water (10 mL) was added Pd2(dba)3 (0.334 g). The mixture was refluxed overnight under Ar atmosphere. The mixture was added to water and extracted with AcOEt. The organic layer was separated, washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel column Chromatography (AcOEt/hexane) to give the title compound (0.650 g).

후처리

  1. temperatureThe mixture was refluxed overnight under Ar atmosphere
  2. extractionextracted with AcOEt
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column Chromatography (AcOEt/hexane)

출처 및 근거

ORD 기록
ord-53ea5eaf701b4b40ba1a1931443945bd
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09029536B2

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