Trifluoroacetic acid → 2-(Piperidin-4-yloxy)isoindoline-1,3-dione trifluoroacetic acid

HRID 1895898노트

반응식

HRID 1895898 반응식
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[O:12][CH:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]1.[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29]>>[F:26][C:27]([F:32])([F:31])[C:28]([OH:30])=[O:29].[NH:16]1[CH2:17][CH2:18][CH:13]([O:12][N:3]2[C:2](=[O:1])[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[C:4]2=[O:11])[CH2:14][CH2:15]1

참가 물질

3

반응물 2

HCID 6422Trifluoroacetic acidHCID 21751544Tert-butyl 4-(1,3-dioxoisoindolin-2-yloxy)piperidine-1-carboxylate

생성물 1

HCID 671183852-(Piperidin-4-yloxy)isoindoline-1,3-dione trifluoroacetic acid수율 90%

실험 절차

tert-Butyl 4-(1,3-dioxoisoindolin-2-yloxy)piperidine-1-carboxylate (3.81 g, 11.0 mmol) was added to trifluoroacetic acid (80 ml) and the mixture was stirred at room temperature for 30 minutes. The reaction was concentrated in vacuo and the residue was triturated with diethyl ether (100 ml). The resulting solid was washed with diethyl ether (20 ml×3) to give 2-(piperidin-4-yloxy)isoindoline-1,3-dione trifluoroacetic acid (3.50 g, 90%) as a white solid: LCMS: 247 [M+1]+.

후처리

  1. concentrationThe reaction was concentrated in vacuo
  2. customthe residue was triturated with diethyl ether (100 ml)
  3. washThe resulting solid was washed with diethyl ether (20 ml×3)

출처 및 근거

ORD 기록
ord-168fafd5c86d428fb1c805279023fa9a
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08518934B2

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