Acetic Acid → {1-[4-(6-Phenyl-imidazo[1,2-a]pyrimidin-7-yl)-phenyl]-cyclobutyl}-carbamic Acid Tert-butyl Ester

HRID 2362156ノート

反応式

HRID 2362156 の反応式
[C:1]([O:5][C:6](=[O:31])[NH:7][C:8]1([C:12]2[CH:17]=[CH:16][C:15]([C:18](=O)[C:19]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)=[CH:20]N(C)C)=[CH:14][CH:13]=2)[CH2:11][CH2:10][CH2:9]1)([CH3:4])([CH3:3])[CH3:2].[NH2:32][C:33]1[NH:34][CH:35]=[CH:36][N:37]=1.CC(O)=O.CCO>C(Cl)Cl>[C:1]([O:5][C:6](=[O:31])[NH:7][C:8]1([C:12]2[CH:13]=[CH:14][C:15]([C:18]3[C:19]([C:24]4[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=4)=[CH:20][N:34]4[CH:35]=[CH:36][N:37]=[C:33]4[N:32]=3)=[CH:16][CH:17]=2)[CH2:9][CH2:10][CH2:11]1)([CH3:4])([CH3:2])[CH3:3]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 702EthanolHCID 821402-AminoimidazoleHCID 66719111HCID 66719111、化合物

生成物 1

HCID 66668862{1-[4-(6-Phenyl-imidazo[1,2-a]pyrimidin-7-yl)-phenyl]-cyclobutyl}-carbamic Acid Tert-butyl Ester収率 93.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Compound 1 (1.2 g, 2.9 mmol) and 2-aminoimidazole (0.77 g 4.3 mmol) were added into a solution of AcOH (2 mL) and EtOH (10 mL). The mixture was heated to reflux and stirred overnight. The solution was cooled to r.t. and diluted with 30 mL of DCM. The organic phase was washed with 0.1N HCl(aq) and brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by silica gel column chromatography to give 1.2 g of 4-1 as a yellow solid. MS (ESI) m/e (M+H+): 441.3

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. washThe organic phase was washed with 0.1N HCl(aq) and brine
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-28a65aacbe9f4cbda96d52e036d0cbce
出典データセット
uspto-grants-2014_04
特許番号
US08691825B2

反応ノート

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