Dimethylformamide → t-Butyl 4-(3-benzyl-4-chloro-3H-imidazo(4,5-c]pyridin-2-yl)piperazine-1-carboxylate

HRID 501444ノート

反応式

HRID 501444 の反応式
[N:1]1([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CN(C)C=O.[CH2:19]([N:26]1[C:30]2[C:31]([Cl:35])=[N:32][CH:33]=[CH:34][C:29]=2[NH:28][CH:27]1Cl)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C(OCC)(=O)C>[CH2:19]([N:26]1[C:30]2[C:31]([Cl:35])=[N:32][CH:33]=[CH:34][C:29]=2[N:28]=[C:27]1[N:4]1[CH2:5][CH2:6][N:1]([C:7]([O:9][C:10]([CH3:13])([CH3:12])[CH3:11])=[O:8])[CH2:2][CH2:3]1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 143452tert-Butyl piperazine-1-carboxylateHCID 574728443-Benzyl-2,4-dichloro-1,3-dihydroimidazo[4,5-c]pyridine

生成物 1

HCID 23070589t-Butyl 4-(3-benzyl-4-chloro-3H-imidazo(4,5-c]pyridin-2-yl)piperazine-1-carboxylate収率 14.9%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
150 °C

実験手順

0.094 g of t-butyl piperazine-1-carboxylate was added to a 1 ml N,N-dimethylformamide solution of 0.127 g of 3-benzyl-2,4-dichloro-1,3-dihydroimidazo[4,5-c]pyridine, and the mixture was heated at 150° C. for two hours. 25 ml of ethyl acetate was added to the mixture, and the organic layer was washed three times with 10 ml of water and then with 10 ml of an aqueous solution saturated with sodium chloride. The organic liquid was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography. Thus, 0.029 g of the title compound was obtained from the fraction eluted with ethyl acetate-hexane (3:2).

後処理

  1. washthe organic layer was washed three times with 10 ml of water
  2. dry with materialThe organic liquid was dried over magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-18f80efefcc84a9fb204b98854d12c0f
出典データセット
uspto-grants-2010_08
特許番号
US07772226B2

反応ノート

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