Isobutylamine → 5-Methyl-7-isobutylamino-1H-pyrazolo[4,3-b]pyridine

HRID 637985노트

반응식

HRID 637985 반응식
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]2[CH:9]=[N:10][NH:11][C:3]=12.[CH2:12]([NH2:16])[CH:13]([CH3:15])[CH3:14]>O.C(O)C>[CH3:8][C:6]1[N:5]=[C:4]2[CH:9]=[N:10][NH:11][C:3]2=[C:2]([NH:16][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:7]=1

참가 물질

5

반응물 2

HCID 6558IsobutylamineHCID 116798717-Chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine

생성물 1

HCID 202548525-Methyl-7-isobutylamino-1H-pyrazolo[4,3-b]pyridine수율 40.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A mixture of 7-chloro-5-methyl-1H-pyrazolo[4,3-b]pyridine (1.0 g, 0.006 mole) and isobutylamine (58 g) in water (100 ml) and ethanol (50 ml) was heated under reflux for 10 days. The reaction mixture was cooled and evaporated to dryness. The oily residue was basified to pH8-9 with 10% sodium carbonate solution. The residue was extracted with ethyl acetate (3×100 ml), dried (Na2SO4) and evaporated to dryness to give a yellow oil. This was purified by column chromatography on alumina, and eluted with chloroform/methanol to give the desired compound as a white solid (500 mg). m.p. 162°-164° C.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 10 days
  3. temperatureThe reaction mixture was cooled
  4. customevaporated to dryness
  5. extractionThe residue was extracted with ethyl acetate (3×100 ml)
  6. dry with materialdried (Na2SO4)
  7. customevaporated to dryness
  8. customto give a yellow oil
  9. customThis was purified by column chromatography on alumina
  10. washeluted with chloroform/methanol

출처 및 근거

ORD 기록
ord-1e35a82176b84261aec90207eee6f937
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04559348

반응 노트

불러오는 중…