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Sodium Carbonate → 4-(5-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

HRID 503750
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인쇄 미리보기

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HRID 503750 반응식
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([CH3:14])[N:5]2[CH:15]=[CH:16][N:17]=[C:4]2[N:3]=1.[CH:18]([C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1)=[O:19].C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.O.ClCCl.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.C1C=CC(P(C2C=CC=CC=2)[C-]2C=CC=C2)=CC=1.Cl[Pd]Cl.[Fe+2]>[CH3:14][C:6]1[N:5]2[CH:15]=[CH:16][N:17]=[C:4]2[N:3]=[C:2]([C:23]2[CH:24]=[CH:25][C:20]([CH:18]=[O:19])=[CH:21][CH:22]=2)[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 3

HCID 10340Sodium CarbonateHCID 5910734-Formylphenylboronic AcidHCID 866306677-Chloro-5-methyl-6-phenylimidazo[1,2-a]pyrimidine

생성물 1

HCID 866306684-(5-Methyl-6-phenylimidazo[1,2-a]pyrimidin-7-yl)benzaldehyde

시약·촉매·용매 4

HCID 44119782Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)
촉매
HCID 962Water용매
HCID 6344Dichloromethane용매
HCID 80711,2-Dimethoxyethane용매

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온도
120 °C

실험 절차

To a mixture of 220 mg of the product obtained in step 2 and 131 mg 4-formylphenylboronic acid in 10 ml 1,2-dimethoxyethane are added 25 mg dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct and 7 ml of a 10% w/w sodium carbonate solution and the resulting mixture is heated to 120° C. by micro wave irradiation under an inert gas atmosphere for 1 h. The work up is performed by diluting the reaction mixture with water and dichloromethane, separating the phases and extraction of the aqueous phase with dichloromethane. The combined organic layers are dried over sodium sulphate and evaporated. The crude product is purified by silica gel chromatography (dichloromethane/methanol).

후처리

  1. customseparating
  2. extractionthe phases and extraction of the aqueous phase with dichloromethane
  3. dry with materialThe combined organic layers are dried over sodium sulphate
  4. customevaporated
  5. customThe crude product is purified by silica gel chromatography (dichloromethane/methanol)

출처 및 근거

ORD 기록
ord-27b7cd2afade4bd1b384b3f75cebd00a
출처 데이터셋
uspto-grants-2010_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07776864B2

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