Sodium Hydroxide → N-(7-Bromo-2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-cyclopropylmethylamine

HRID 2253364ノート

反応式

HRID 2253364 の反応式
[Br:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:23][CH3:24])[C:10]([N:11]([CH2:19][CH:20]3[CH2:22][CH2:21]3)C(=O)OC(C)(C)C)=[C:6]2[CH:5]=[CH:4][CH:3]=1.Cl.C(OCC)(=O)C.[OH-].[Na+]>C(OCC)(=O)C>[Br:1][C:2]1[N:7]2[N:8]=[C:9]([CH2:23][CH3:24])[C:10]([NH:11][CH2:19][CH:20]3[CH2:21][CH2:22]3)=[C:6]2[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 21084186tert-butyl N-(7-bromo-2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-cyclopropylmethylcarbamateHCID 21866389Hydrogen chloride-ethyl acetate

生成物 1

HCID 58801654N-(7-Bromo-2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-cyclopropylmethylamine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of crude tert-butyl N-(7-bromo-2-ethylpyrazolo[1,5-a]pyridin-3-yl)-N-cyclopropylmethylcarbamate dissolved in ethyl acetate (10 mL) was added 4N hydrochloric acid/ethyl acetate (30 mL), and the reaction mixture was stirred for 2 hours at room temperature. After completion of the reaction, a 5N aqueous sodium hydroxide solution was added to the reaction mixture while cooling with ice for neutralization. The reaction mixture was extracted with ethyl acetate, and after washing the organic extract with water and brine, it was dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (20 g) and the title compound (479 mg) was obtained as a yellow oil from the ethyl acetate:n-hexane (1:3) fraction.

後処理

  1. customAfter completion of the reaction
  2. temperaturewhile cooling with ice for neutralization
  3. extractionThe reaction mixture was extracted with ethyl acetate
  4. washafter washing the
  5. extractionorganic extract with water and brine, it
  6. dry with materialwas dried over anhydrous magnesium sulfate
  7. customthe solvent was evaporated under reduced pressure
  8. customThe residue was purified by silica gel column chromatography (20 g)

出典と根拠

ORDレコード
ord-6311f97382234d868b182b76473884ca
出典データセット
uspto-grants-2008_01
特許番号
US07323569B2

反応ノート

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