Triphenylphosphine → 1-Piperidinecarboxylic acid, 4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-, 1,1-dimethylethyl ester

HRID 1477585노트

반응식

HRID 1477585 반응식
[F:1][C:2]([F:9])([F:8])[C:3]1[CH:7]=[CH:6][NH:5][N:4]=1.O[CH:11]1[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[F:1][C:2]([F:9])([F:8])[C:3]1[CH:7]=[CH:6][N:5]([CH:11]2[CH2:16][CH2:15][N:14]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:13][CH2:12]2)[N:4]=1

참가 물질

6

반응물 4

HCID 11776TriphenylphosphineHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 643502Tert-butyl 4-hydroxypiperidine-1-carboxylateHCID 18070343-(Trifluoromethyl)pyrazole

생성물 1

HCID 712265361-Piperidinecarboxylic acid, 4-[3-(trifluoromethyl)-1H-pyrazol-1-yl]-, 1,1-dimethylethyl ester수율 45.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a tetrahydrofuran solution (1.0 mL) of 3-(trifluoromethyl)-1H-pyrazole (272 mg, 2.00 mmol), tert-butyl 4-hydroxy-piperidine-1-carboxylate (402 mg, 2.00 mmol), and triphenylphosphine (629 mg, 2.40 mmol), diisopropyl azodicarboxylate (1.36 mL, 2.60 mmol, toluene solution) was added at room temperature and the resultant solution was stirred at room temperature for 22 hours. After completion of the reaction, the reaction solution was concentrated under reduced pressure and purified by preparative liquid chromatography to obtain the title compound (289 mg, yield 45%).

후처리

  1. customAfter completion of the reaction
  2. concentrationthe reaction solution was concentrated under reduced pressure
  3. custompurified by preparative liquid chromatography

출처 및 근거

ORD 기록
ord-ef4c689b738545689392f48c02c3eaec
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403798B2

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