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

HRID 1246710노트

반응식

HRID 1246710 반응식
[Cl:1][C:2]1[C:3]([N:8]2[CH:13]3[CH2:14][CH2:15][CH:9]2[CH2:10][N:11](C(OC(C)(C)C)=O)[CH2:12]3)=[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[CH:9]3[CH2:15][CH2:14][CH:13]2[CH2:12][NH:11][CH2:10]3)=[N:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 21904766Tert-butyl 8-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate

생성물 1

HCID 219047698-(3-Chloropyridin-2-yl)-3,8-diazabicyclo[3.2.1]octane

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

tert-Butyl 8-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-3-carboxylate (285 mg, 880 μmol) in dry dichloromethane (2 mL) was treated with trifluoroacetic acid (2 mL). After stirring at ambient temperature for 30 minutes, 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 (DCI/NH3) m/z: 224 (M+H)+; 1H NMR (CDCl3) δ 1.87 (m, 2H), 1.97 (m, 2H), 2.75 (dd, 2H), 3.24 (dd, 2H), 4.44 (dd, 2H), 6.73 (dd, 1H), 7.54 (dd, 1H), 8.08 (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-fc84f5e3e04a492ab1d5296fe321e52e
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07129235B2

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