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Hydrochloric Acid → (S)-N-(Piperidin-3-yl)-1H-indazol-5-amine Dihydrochloride

HRID 1911911
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HRID 1911911 반응식
O1CCCCC1[N:7]1[C:15]2[C:10](=[CH:11][C:12]([NH:16][C@H:17]3[CH2:22][CH2:21][CH2:20][N:19](C(OC(C)(C)C)=O)[CH2:18]3)=[CH:13][CH:14]=2)[CH:9]=[N:8]1.[ClH:30].O1CCOCC1>C(O)C>[ClH:30].[ClH:30].[NH:19]1[CH2:20][CH2:21][CH2:22][C@H:17]([NH:16][C:12]2[CH:11]=[C:10]3[C:15](=[CH:14][CH:13]=2)[NH:7][N:8]=[CH:9]3)[CH2:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66760812(3S)-tert-Butyl 3-(1-(Tetrahydro-2H-pyran-2-yl)-1H-indazol-5-ylamino)piperidine-1-carboxylate

생성물 1

HCID 66760165(S)-N-(Piperidin-3-yl)-1H-indazol-5-amine Dihydrochloride수율 77%

시약·촉매·용매 1

HCID 702Ethanol용매2회

실험 절차

A 1 L round bottom flask was charged with (3S)-tert-butyl 3-(1-(tetrahydro-2H-pyran-2-yl)-1H-indazol-5-ylamino)piperidine-1-carboxylate (32.4 g, 0.0809 mol, 1.00 eq) and EtOH (500 mL). To the ethanol solution was added 4N HCl in dioxane (40.0 mL, 0.160 mol, 2.0 eq), and the solution was stirred at room temperature for 2 h, giving an inhomogeneous dark brown solution. The solution was then heated to 75° C. with a mechanical stirrer and maintained at that temperature for 2 h, after which it was cooled to room temperature. A large amount of fine white solid was observed to form and was collected by filtration, and the filter cake was washed with isopropyl acetate (500 mL). The solid was dried in a vacuum oven at 45° C. for 3 days to give the title compound as an off-white powder (18.1 g, 77%).

후처리

  1. customgiving an inhomogeneous dark brown solution
  2. temperatureThe solution was then heated to 75° C. with a mechanical stirrer
  3. temperaturemaintained at that temperature for 2 h
  4. temperatureafter which it was cooled to room temperature
  5. customto form
  6. filtrationwas collected by filtration
  7. washthe filter cake was washed with isopropyl acetate (500 mL)
  8. customThe solid was dried in a vacuum oven at 45° C. for 3 days

출처 및 근거

ORD 기록
ord-4aaa168ca7a74c8c994144bc5e7cd9bb
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08604205B2

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