Hydrazine → tert-butyl 3-(pyridin-4-yl)-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate

HRID 594932노트

반응식

HRID 594932 반응식
[C:1]([CH:9]1[C:14](=O)[CH2:13][CH2:12][N:11]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:10]1)(=O)[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[NH2:23][NH2:24]>C(O)C>[N:5]1[CH:6]=[CH:7][C:2]([C:1]2[C:9]3[CH2:10][N:11]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:12][CH2:13][C:14]=3[NH:24][N:23]=2)=[CH:3][CH:4]=1

참가 물질

4

반응물 2

HCID 9321HydrazineHCID 66800689Tert-butyl 3-isonicotinoyl-4-oxopiperidine-1-carboxylate

생성물 1

HCID 68065985tert-butyl 3-(pyridin-4-yl)-2H,4H,5H,6H,7H-pyrazolo[4,3-c]pyridine-5-carboxylate수율 95.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a mixture of tert-butyl 3-isonicotinoyl-4-oxopiperidine-1-carboxylate (7.4 g, 24.3 mmol) and TEA (10.15 ml) in ethanol was added hydrazine (3.65 ml, 73 mmol). The reaction mixture was stirred at room temperature for overnight. The solvent was removed under vacuum and DCM (50 ml) was added, followed by water (50 ml). The organic layer was collected, washed with brine and dried over sodium sulfate. Removal of solvent gave the desired product (7 g). LC-MS found 301.2 (M+H)

후처리

  1. customThe solvent was removed under vacuum and DCM (50 ml)
  2. additionwas added
  3. customThe organic layer was collected
  4. washwashed with brine
  5. dry with materialdried over sodium sulfate
  6. customRemoval of solvent

출처 및 근거

ORD 기록
ord-4a84de6f8c264080814eaa64ff3f5553
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242981B2

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