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

HRID 1915538ノート

反応式

HRID 1915538 の反応式
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

参加物

8

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 11979704Tetrakis(triphenylphosphine)palladium触媒HCID 962Water溶媒HCID 6344Dichloromethane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-67e09a1b2e314503b02e7e7c7517d6da
出典データセット
uspto-grants-2013_12
特許番号
US08614218B2

反応ノート

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