Methyl iodide → 2-(1-Methylpiperidin-3-yl)-5-(trifluoromethyl)benzenamine

HRID 502732노트

반응식

HRID 502732 반응식
[N+:1]([C:4]1[CH:9]=[C:8]([C:10]([F:13])([F:12])[F:11])[CH:7]=[CH:6][C:5]=1[C:14]1[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=1)([O-])=O.I[CH3:21]>CC(C)=O.C1C=CC=CC=1.CO.[Pt](=O)=O>[CH3:21][N:16]1[CH2:17][CH2:18][CH2:19][CH:14]([C:5]2[CH:6]=[CH:7][C:8]([C:10]([F:13])([F:12])[F:11])=[CH:9][C:4]=2[NH2:1])[CH2:15]1

참가 물질

7

반응물 2

HCID 6328Methyl iodideHCID 463167623-(2-Nitro-4-(trifluoromethyl)phenyl)pyridine

생성물 1

HCID 587119192-(1-Methylpiperidin-3-yl)-5-(trifluoromethyl)benzenamine

시약·촉매·용매 4

HCID 345198Adams' catalyst촉매HCID 180Acetone용매HCID 241Benzene용매HCID 887Methanol용매

실험 절차

To an orange solution of 3-(2-nitro-4-(trifluoromethyl)phenyl)pyridine (1.4 g, 5.2 mmol) in 2 ml acetone and 1 mL benzene was added iodomethane (1.0 ml, 16 mmol). The solution was allowed to stand for 5 days, and was concentrated in vacuo to give an orange solid. A portion of this material was treated with platinum (IV) oxide (0.11 g, 0.49 mmol) in 5 ml MeOH under an atmosphere of hydrogen for approximately 24 h. The reaction was flushed with nitrogen, filtered through celite, and concentrated. Purification by silica gel chromatography (MC/MeOH/conc. NH4OH) provided the title compound. MS (m/z): 259.0 (M+H)+. Calc'd for C13H17F3N2: 258.28.

후처리

  1. concentrationwas concentrated in vacuo
  2. customto give an orange solid
  3. customThe reaction was flushed with nitrogen
  4. filtrationfiltered through celite
  5. concentrationconcentrated
  6. customPurification by silica gel chromatography (MC/MeOH/conc. NH4OH)

출처 및 근거

ORD 기록
ord-dda1087bd25d4938b7af3b541eb56ea4
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776869B2

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