Pyridine → HCID 12247535, 화합물

HRID 1402371

반응식

HRID 1402371 반응식
[CH:1]12[NH:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][CH2:3][CH2:2]2.N1C=CC=CC=1.[Cl:15][C:16](Cl)([O:18]C(=O)OC(Cl)(Cl)Cl)Cl>C(Cl)Cl>[CH:5]12[N:8]([C:16]([Cl:15])=[O:18])[CH:1]([CH2:7][CH2:6]1)[CH2:2][CH2:3][CH2:4]2

참가 물질

5

반응물 3

HCID 1049PyridineHCID 94429TriphosgeneHCID 1360978-Azabicyclo(3.2.1)octane

생성물 1

HCID 12247535HCID 12247535, 화합물수율 70.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a cooled (10° C.) solution 8-aza-bicyclo[3.2.1]octane (295 mg, 2.00 mmol) and pyridine (486 μL, 6.02 mmol) in DCM (10 mL) was added triphosgene (595 mg, 2.00 mmol) portionwise. The reaction was allowed to reach room temperature and stirred overnight. The mixture was quenched with HCl (1M aqueous, 10 mL) and stirred for 30 min. The aqueous phase was extracted with DCM (×3) and the combined organic layers were washed with HCl (1M aqueous), brine, dried (MgSO4) and concentrated in vacuo, to give the title compound (244 mg, 70%). 1H NMR (400 MHz, CDCl3): 1.46-1.70 (4H, m), 1.72-1.92 (5H, m), 2.04-2.11 (2H, m), 4.39-4.44 (2H, m).

후처리

  1. customto reach room temperature
  2. customThe mixture was quenched with HCl (1M aqueous, 10 mL)
  3. stirringstirred for 30 min
  4. extractionThe aqueous phase was extracted with DCM (×3)
  5. washthe combined organic layers were washed with HCl (1M aqueous), brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-7ef32beddf8b4b9586bb27c7e332323a
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08907094B2

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