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

HRID 1269874노트

반응식

HRID 1269874 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3950c0a607e04f6fa78764169b4eb585
출처 데이터셋
uspto-grants-2007_04
특허 번호
US07199147B2

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