[2-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-yl]-carbamic acid tert-butyl ester → 2-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-ylamine

HRID 731643ノート

反応式

HRID 731643 の反応式
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][N:11]2[CH:14]=[C:15]([C:17]3[C:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[N:19][O:20][C:21]=3[CH3:22])[N:16]=[C:10]2[CH:9]=1)(C)(C)C>Cl>[CH3:22][C:21]1[O:20][N:19]=[C:18]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:17]=1[C:15]1[N:16]=[C:10]2[CH:9]=[C:8]([NH2:7])[CH:13]=[CH:12][N:11]2[CH:14]=1

参加物

3

反応物 1

HCID 69070846[2-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-yl]-carbamic acid tert-butyl ester

生成物 1

HCID 247388302-(5-Methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-ylamine収率 64.2%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

A mixture of [2-(5-methyl-3-phenyl-isoxazol-4-yl)-imidazo[1,2-a]pyridin-7-yl]-carbamic acid tert-butyl ester (1.0 g, 2.56 mmol) in hydrochloric acid (4 M in dioxane, 29 mL) was stirred at room temperature for 6 h. The precipitate was then filtered off and dissolved in a dilute solution of sodium hydrogen carbonate and then extracted with ethyl acetate. The organic layer was then washed with brine and then dried over sodium sulphate and evaporated to leave a brown foam. Purification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 25:75) afforded the title compound (477 mg, 64%) which was obtained as a light brown foam. MS: m/e=291.1 [M+H]+.

後処理

  1. filtrationThe precipitate was then filtered off
  2. dissolutiondissolved in a dilute solution of sodium hydrogen carbonate
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was then washed with brine
  5. dry with materialdried over sodium sulphate
  6. customevaporated
  7. customto leave a brown foam
  8. customPurification by chromatography (SiO2, heptane:ethyl acetate=100:0 to 25:75)

出典と根拠

ORDレコード
ord-635211d1d1f6425c87c91612da78fa5f
出典データセット
uspto-grants-2009_09
特許番号
US07585874B2

反応ノート

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