Ammonium formate → 4-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-amine

HRID 1269874ノート

反応式

HRID 1269874 の反応式
[CH3:1][C:2]1[C:10]([N+:11]([O-])=O)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1.C([O-])=O.[NH4+]>C(O)C.[Pd]>[CH3:1][C:2]1[C:10]([NH2:11])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[N:5][N:6]2[CH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][O:15]1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 694285754-methyl-5-nitro-1-tetrahydro-2H-pyran-2-yl-1H-indazole

生成物 1

HCID 694312064-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-amine収率 101.7%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

To a solution of 4-methyl-5-nitro-1-tetrahydro-2H-pyran-2-yl-1H-indazole (1.06 g, 4.06 mmol) in ethanol (20 ml) were added 10% Pd—C (200 mg) and ammonium formate (1.28 g, 20.3 mmol), and the resulting mixture was heated under reflux for 1 hour. After the solid was removed by filtration using Celite, water, ethyl acetate and a saturated aqueous sodium hydrogencarbonate solution were added to the residue. The resulting mixture was extracted with ethyl acetate, and the extract solution was washed with a saturated aqueous sodium chloride solution, dried over sodium sulfate, and then distilled under reduced pressure to remove the solvent, whereby 4-methyl-1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-amine (955 mg, 100%) was obtained.

後処理

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 1 hour
  3. customAfter the solid was removed by filtration
  4. additiona saturated aqueous sodium hydrogencarbonate solution were added to the residue
  5. extractionThe resulting mixture was extracted with ethyl acetate
  6. washthe extract solution was washed with a saturated aqueous sodium chloride solution
  7. dry with materialdried over sodium sulfate
  8. distillationdistilled under reduced pressure
  9. customto remove the solvent

出典と根拠

ORDレコード
ord-3950c0a607e04f6fa78764169b4eb585
出典データセット
uspto-grants-2007_04
特許番号
US07199147B2

反応ノート

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