Trimethylsilyl iodide → 4-Amino-4-methyl-1-(5-trifluoromethyl-2-pyridyl)piperidine

HRID 855836노트

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HRID 855836 반응식
C(OC(=O)[NH:10][C:11]1([CH3:27])[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][N:18]=2)[CH2:13][CH2:12]1)C1C=CC=CC=1.I[Si](C)(C)C>C(#N)C>[CH3:27][C:11]1([NH2:10])[CH2:16][CH2:15][N:14]([C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][N:18]=2)[CH2:13][CH2:12]1

참가 물질

4

반응물 2

HCID 85247Trimethylsilyl iodideHCID 66756558(4-methyl-5'-trifluoromethyl-3,4,5,6-tetrahydro-2H-(1,2')bipyridinyl-4-yl)-carbamic acid benzyl ester

생성물 1

HCID 178607714-Amino-4-methyl-1-(5-trifluoromethyl-2-pyridyl)piperidine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
50 °C

실험 절차

To a stirred solution of (4-methyl-5′-trifluoromethyl-3,4,5,6-tetrahydro-2H-(1,2′)bipyridinyl-4-yl)-carbamic acid benzyl ester (0.37 g, 0.95 mmol) in acetonitrile (4.0 mL) at room temperature was added iodotrimethysilane (0.2 mL, 0.125 mmol). The reaction mixture was stirred at 50° C. for 30 minutes, concentrated under reduced pressure and purified by flash chromatography with 2% methanol in dichloromethane to provide the titled compound. MS (CI) m/z 260 (M+1)+; 1H NMR (300 MHz, methanol-d4) δ ppm 8.31(d, 1H), 7.67 (d, d 1H), 6.87 (d, 1H), 4.83 (m, 2H), 3.79 (m, 2H), 3.63 (m, 2H), 1.63-1.54 (m, 4H), 1.22 (s, 3H).

후처리

  1. concentrationconcentrated under reduced pressure
  2. custompurified by flash chromatography with 2% methanol in dichloromethane

출처 및 근거

ORD 기록
ord-97097edad6c44375a45b11e185e4712d
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07262207B2

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