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

HRID 594932ノート

反応式

HRID 594932 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-4a84de6f8c264080814eaa64ff3f5553
出典データセット
uspto-grants-2016_01
特許番号
US09242981B2

反応ノート

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