Diethyl Ether → 7n-Butylamino-6-methyl-1H-pyrazolo[4,3-b]pyridine

HRID 1904272노트

반응식

HRID 1904272 반응식
[CH2:1]([NH:5][C:6]1[C:11]([C:12](OCC)=O)=[CH:10][N:9]=[C:8]2[CH:17]=[N:18][NH:19][C:7]=12)[CH2:2][CH2:3][CH3:4].[H-].[Al+3].[Li+].[H-].[H-].[H-].CCOCC.[OH-].[Na+]>C1COCC1.O>[CH2:1]([NH:5][C:6]1[C:11]([CH3:12])=[CH:10][N:9]=[C:8]2[CH:17]=[N:18][NH:19][C:7]=12)[CH2:2][CH2:3][CH3:4]

참가 물질

7

반응물 4

HCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 20038776ethyl 7-n-butylamino-1H-pyrazolo [4,3-b]pyridine-6-carboxylateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 703935117n-Butylamino-6-methyl-1H-pyrazolo[4,3-b]pyridine

시약·촉매·용매 2

HCID 962Water용매2회HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of ethyl 7-n-butylamino-1H-pyrazolo[4,3-b]-pyridine-6-carboxylate (524 mg, 2 mmol) in dry THF (15 ml) was added dropwise to a stirred suspension of lithium aluminium hydride (152 mg, 4 mmol) in THF (15 ml). The mixture was heated under reflux under nitrogen for 90 min then cooled. Ether (30 ml), water (0.15 ml), 10% sodium hydroxide solution (0.15 ml) and water (0.45 ml) were added sequentially, with stirring, and the mixture was filtered, then evaporated in vacuo. The glassy residue (300 mg) was recrystallised from ethyl acetate/ether, to give a white solid, m.p. 86°-95° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureunder reflux under nitrogen for 90 min
  3. temperaturethen cooled
  4. filtrationthe mixture was filtered
  5. customevaporated in vacuo
  6. customThe glassy residue (300 mg) was recrystallised from ethyl acetate/ether
  7. customto give a white solid, m.p. 86°-95° C.

출처 및 근거

ORD 기록
ord-65414001d7924db097540888c2fe92c6
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04837238

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