Sodium Carbonate → 4-(5-Methylamino-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzaldehyde

HRID 1915538노트

반응식

HRID 1915538 반응식
Cl[C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([NH:14][CH3:15])[N:5]2[CH:16]=[CH:17][N:18]=[C:4]2[N:3]=1.[CH:19]([C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1)=[O:20].C(=O)([O-])[O-].[Na+].[Na+]>COCCOC.O.ClCCl.[Pd].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:15][NH:14][C:6]1[N:5]2[CH:16]=[CH:17][N:18]=[C:4]2[N:3]=[C:2]([C:24]2[CH:25]=[CH:26][C:21]([CH:19]=[O:20])=[CH:22][CH:23]=2)[C:7]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

참가 물질

8

반응물 3

HCID 10340Sodium CarbonateHCID 5910734-Formylphenylboronic AcidHCID 866306607-chloro-N-methyl-6-phenylimidazo[1,2-a]pyrimidin-5-amine

생성물 1

HCID 866306614-(5-Methylamino-6-phenyl-imidazo[1,2-a]pyrimidin-7-yl)-benzaldehyde

시약·촉매·용매 4

HCID 11979704Tetrakis(triphenylphosphine)palladium촉매HCID 962Water용매HCID 6344Dichloromethane용매HCID 80711,2-Dimethoxyethane용매

실험 절차

To a mixture of 550 mg of the product of step 1 and 350 mg 4-formylphenylboronic acid in 10 ml 1,2-dimethoxyethane are, 55 mg tetrakis(triphenylphosphine) palladium(0) and 4 ml of a 10% w/w sodium carbonate solution are added and the resulting mixture is heated by microwave for 2 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 residue is suspended in ethyl acetate and the resulting mixture is stirred for 2 h at room temperature. The product is collected by filtration and used without further purification.

후처리

  1. temperaturethe resulting mixture is heated by microwave for 2 h
  2. customseparating
  3. extractionthe phases and extraction of the aqueous phase with dichloromethane
  4. dry with materialThe combined organic layers are dried over sodium sulphate
  5. customevaporated
  6. filtrationThe product is collected by filtration
  7. customused without further purification

출처 및 근거

ORD 기록
ord-67e09a1b2e314503b02e7e7c7517d6da
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614218B2

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