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Hydrochloric Acid → (R)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine hydrochloride

HRID 1969784
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HRID 1969784 반응식
[C:1]1([C@@H:13]2[CH2:18][CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14]2)[N:5]2[C:6]3[CH:12]=[CH:11][NH:10][C:7]=3[N:8]=[CH:9][C:4]2=[CH:3][N:2]=1.O1CCOCC1.[ClH:32]>CCOCC>[ClH:32].[NH:15]1[CH2:16][CH2:17][CH2:18][C@@H:13]([C:1]2[N:5]3[C:6]4[CH:12]=[CH:11][NH:10][C:7]=4[N:8]=[CH:9][C:4]3=[CH:3][N:2]=2)[CH2:14]1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58557937(R)-tert-butyl 3-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)piperidine-1-carboxylate

생성물 1

HCID 67216656(R)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine hydrochloride수율 105.4%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

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온도
60 °C

실험 절차

A round bottom flask was charged with (R)-tert-butyl 3-(6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazin-1-yl)piperidine-1-carboxylate (2.8 g, 8.20 mmol), 1,4-dioxane (24 mL) and HCl (4 N in 1,4-dioxane, 6.2 mL, 24.6 mmol). The reaction mixture was heated at about 60° C. for about 18 h. The reaction mixture was cooled to ambient temperature and Et2O (40 mL) was added and the mixture was stirred for about 15 min. The solid was collected by vacuum filtration, while washed with Et2O (50 mL), and then dried in a vacuum oven at about 60° C. to afford (R)-1-(piperidin-3-yl)-6H-imidazo[1,5-a]pyrrolo[2,3-e]pyrazine hydrochloride (2.4 g, 94%) as an off-white solid: LC/MS (Table 1, Method b) Rt=0.81 min; MS m/z 242 (M+H)+.

후처리

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. filtrationThe solid was collected by vacuum filtration
  3. washwhile washed with Et2O (50 mL)
  4. customdried in a vacuum oven at about 60° C.

출처 및 근거

ORD 기록
ord-c8cc20e90bd04420a3c756665484c679
출처 데이터셋
uspto-grants-2013_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08426411B2

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