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

HRID 1851174ノート

反応式

HRID 1851174 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, 55 mg tetrakis (triphenylphosphine) palladium(0) and 4 mL of a 10% w/w sodium carbonate solution were added and the resulting mixture was heated by microwave for 2 h. The work up was 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 were dried over sodium sulphate and evaporated. The residue was suspended in ethyl acetate and the resulting mixture was stirred for 2 h at room temperature. The product was collected by filtration and used without further purification.

後処理

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

出典と根拠

ORDレコード
ord-62c9fede06cf4b7ab184c072acd186ea
出典データセット
uspto-grants-2015_02
特許番号
US08957064B2

反応ノート

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