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HCID 117966280, 화합물 → HCID 117966443, 화합물

HRID 931098
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HRID 931098 반응식
[CH2:1]1[N:5]=[C:4]([CH:6]2[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:7]2)[N:3]2[CH2:19][CH2:20][CH2:21][CH:2]12>C1(C)C=CC=CC=1>[CH:1]1[N:5]=[C:4]([CH:6]2[CH2:11][CH2:10][CH2:9][N:8]([C:12]([O:14][C:15]([CH3:18])([CH3:16])[CH3:17])=[O:13])[CH2:7]2)[N:3]2[CH2:19][CH2:20][CH2:21][C:2]=12
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 1

HCID 117966280HCID 117966280, 화합물

생성물 1

HCID 117966443HCID 117966443, 화합물수율 14.3%

시약·촉매·용매 1

HCID 1140Toluene용매2회

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온도
115 °C

실험 절차

To a solution of tert-butyl 3-(5,6,7,7a-tetrahydro-1H-pyrrolo[1,2-c]imidazol-3-yl)piperidine-1-carboxylate (175 mg, 0.6 mmol) in toluene (5 mL) was added BaMnO4 (2.1 g, 18 mmol) and the reaction was heated at 115° C. for 42 h. The reaction was cooled to room temperature and BaMnO4 (2 g) was added followed by toluene (2 mL). The reaction mixture was heated to 115° C. for 3 days. The mixture was cooled to room temperature and filtered through Celite followed by rinsing with dichloromethane. The filtrate was concentrated under reduced pressure and the residue was purified via HPLC to afford tert-butyl 3-(6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-3-yl)piperidine-1-carboxylate as an oil (25 mg, 14%). MS (ES+) (M+H) 292.2; LCMS retention time: 1.69 minutes (Method M).

후처리

  1. temperatureThe reaction was cooled to room temperature
  2. temperatureThe reaction mixture was heated to 115° C. for 3 days
  3. temperatureThe mixture was cooled to room temperature
  4. filtrationfiltered through Celite
  5. washby rinsing with dichloromethane
  6. concentrationThe filtrate was concentrated under reduced pressure
  7. customthe residue was purified via HPLC

출처 및 근거

ORD 기록
ord-7990401f3b1a418cae8ba944866afb0a
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09296745B2

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