Trifluoroacetic acid → 2-(3-Cyclopropyl-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine

HRID 1666466노트

반응식

HRID 1666466 반응식
[CH:1]1([C:4]2[CH:5]=[C:6]([CH:21]=[C:22]([O:24][C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][N:26]=3)[CH:23]=2)[CH:7]=[C:8]2[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][CH2:9]2)[CH2:3][CH2:2]1.FC(F)(F)C(O)=O>C(Cl)Cl>[CH:1]1([C:4]2[CH:23]=[C:22]([CH:21]=[C:6]([CH:7]=[C:8]3[CH2:9][CH2:10][NH:11][CH2:12][CH2:13]3)[CH:5]=2)[O:24][C:25]2[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:32])[F:33])=[CH:27][N:26]=2)[CH2:2][CH2:3]1

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 66875428Tert-butyl 4-(3-cyclopropyl-5-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate

생성물 1

HCID 668754182-(3-Cyclopropyl-5-(piperidin-4-ylidenemethyl)phenoxy)-5-(trifluoromethyl)pyridine수율 84%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

To a solution of tert-butyl 4-(3-cyclopropyl-5-(5-(trifluoromethyl)pyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (0.408 g, 0.859 mmol) in dry CH2Cl2 (5 mL) was added trifluoroacetic acid (1.0 mL, 13.05 mmol) at 0° C. The reaction mixture was stirred for 30 min at 0° C. and at RT for 1 h. The reaction mixture was quenched with saturated aqueous NaHCO3 and extracted with CH2Cl2 three times. The organic layer was washed with brine, dried over Na2SO4 and evaporated to dryness to give the title compound (0.270 g, 84%) which was used in the next step.

후처리

  1. customThe reaction mixture was quenched with saturated aqueous NaHCO3
  2. extractionextracted with CH2Cl2 three times
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-eab0a5b834bc432b8d0454433556ab83
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044052B2

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