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Trifluoroacetic acid → 3-(3-Chloropyridin-2-yl)-3,8-diazabicyclo[3.2.1]octane

HRID 1246706
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HRID 1246706 반응식
[Cl:1][C:2]1[C:3]([N:8]2[CH2:14][CH:13]3[N:15](C(OC(C)(C)C)=O)[CH:10]([CH2:11][CH2:12]3)[CH2:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[Cl:1][C:2]1[C:3]([N:8]2[CH2:9][CH:10]3[NH:15][CH:13]([CH2:12][CH2:11]3)[CH2:14]2)=[N:4][CH:5]=[CH:6][CH:7]=1
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 21904762Tert-butyl 3-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

생성물 1

HCID 219047683-(3-Chloropyridin-2-yl)-3,8-diazabicyclo[3.2.1]octane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 3-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate (419 mg, 1.29 mmol) in dry dichloromethane (5 mL) was treated with trifluoroacetic acid and stirred at room temperature for an hour. The mixture was concentrated under reduced pressure and the residue was treated with 1N sodium hydroxide solution. The mixture was extracted with ethyl acetate and the organic phase was concentrated under reduced pressure to provide the title compound. MS (ESI) m/z: 224 (M+H)+; 1H NMR (CDCl3) δ 1.86 (m, 2H), 2.09 (m, 2H), 3.09 (d, 2H), 3,63 (m, 4H), 6.81 (dd, 1H), 7.56 (dd, 1H), 8.16 (dd, 1H).

후처리

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additionthe residue was treated with 1N sodium hydroxide solution
  3. extractionThe mixture was extracted with ethyl acetate
  4. concentrationthe organic phase was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-aa43035efa6345baa4c3c7c6f91b020a
출처 데이터셋
uspto-grants-2006_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07129235B2

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