Ethyl Acetate → 5-Chloro-4-{4-[4-(2-fluoroethyl)-1-piperazinyl]-1-piperidinyl}-2-(methyloxy)aniline

HRID 419431노트

반응식

HRID 419431 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:24][CH2:23][N:22]([CH2:25][CH2:26][F:27])[CH2:21][CH2:20]2)[CH2:15][CH2:14]1.CCOC(C)=O>CCO.[Pt]>[Cl:1][C:2]1[C:3]([N:13]2[CH2:18][CH2:17][CH:16]([N:19]3[CH2:20][CH2:21][N:22]([CH2:25][CH2:26][F:27])[CH2:23][CH2:24]3)[CH2:15][CH2:14]2)=[CH:4][C:5]([O:11][CH3:12])=[C:6]([CH:7]=1)[NH2:8]

참가 물질

5

반응물 2

HCID 8857Ethyl AcetateHCID 594527481-{1-[2-Chloro-5-(methyloxy)-4-nitrophenyl]-4-piperidinyl}-4-(2-fluoroethyl)piperazine

생성물 1

HCID 594529605-Chloro-4-{4-[4-(2-fluoroethyl)-1-piperazinyl]-1-piperidinyl}-2-(methyloxy)aniline

시약·촉매·용매 2

HCID 23939Platinum촉매HCID 702Ethanol용매

실험 절차

1-{1-[2-Chloro-5-(methyloxy)-4-nitrophenyl]-4-piperidinyl}-4-(2-fluoroethyl)piperazine (0.370 g, 0.923 mmol) was taken up in EtOH (50 mL) and EtOAc was added to help with solubility. The catalyst, 5% sulfided platinum on carbon (150 mg) was added. The reaction was placed on a Fischer-Porter Hydrogenator under 50 psi of H2 gas and was allowed to stir at rt overnight. The catalyst was filtered off and the filtrate was concentrated in vacuo to give the title compound of step F without further purification (0.300 g, 88%). 1H NMR (400 MHz, DMSO-d6) δ ppm 6.62 (d, J=7.0 Hz, 2H), 4.51-4.79 (m, 3H), 4.37-4.51 (m, 1H), 3.73 (s, 3H), 2.95-3.21 (m, 2H), 2.20-2.80 (m, 13H), 1.72-1.85 (m, 2H), 1.37-1.61 (m, 2H).

후처리

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated in vacuo

출처 및 근거

ORD 기록
ord-91c8f8d5da5f4a60aee8d817391919e2
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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