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

HRID 347830노트

반응식

HRID 347830 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-cc2439f164354638902ad8b6559f1965
출처 데이터셋
uspto-grants-2007_02
특허 번호
US07176216B2

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