6-Acetyl-7-chloro-1H-pyrazolo[4,3-b]pyridine → 6-Acetyl-7-allylamino-1H-pyrazolo[4,3-b]pyridine

HRID 1904278노트

반응식

HRID 1904278 반응식
[C:1]([C:4]1[C:5](Cl)=[C:6]2[NH:12][N:11]=[CH:10][C:7]2=[N:8][CH:9]=1)(=[O:3])[CH3:2]>C(N)C=C>[C:1]([C:4]1[C:5]([NH:8][CH2:7][CH:6]=[CH2:5])=[C:6]2[NH:12][N:11]=[CH:10][C:7]2=[N:8][CH:9]=1)(=[O:3])[CH3:2]

참가 물질

3

반응물 1

HCID 200387626-Acetyl-7-chloro-1H-pyrazolo[4,3-b]pyridine

생성물 1

HCID 200387686-Acetyl-7-allylamino-1H-pyrazolo[4,3-b]pyridine수율 152.3%

시약·촉매·용매 1

HCID 7853Allylamine용매

실험 절차

A solution of 6-acetyl-7-chloro-1H-pyrazolo[4,3-b]pyridine (D15, 340 mg, 1.7 mmol) in allylamine (5 ml) was stirred at room temperature for 16 h. Excess allylamine was removed in vacuo and the residue was dissolved in aqueous methanol. The solution was adjusted to pH 8 with 10% sodium carbonate solution, and extracted with ethyl acetate (4×50 ml). The extracts were washed with brine (50 ml), dried (MgSO4) and evaporated in vacuo to give a sticky solid. This was crystallised from ethyl acetate/ethanol to give the title compound (280 mg, 75%), m.p. 211°-213° C. Found: C, 60.49; H, 5.81; N, 25.55. C11H12N4O requires C, 61.10; H, 5.59; N, 25.91%.

후처리

  1. customExcess allylamine was removed in vacuo
  2. dissolutionthe residue was dissolved in aqueous methanol
  3. extractionextracted with ethyl acetate (4×50 ml)
  4. washThe extracts were washed with brine (50 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated in vacuo
  7. customto give a sticky solid
  8. customThis was crystallised from ethyl acetate/ethanol

출처 및 근거

ORD 기록
ord-b95657d9ac474680bd25249c27055511
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04837238

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