Sodium Carbonate → 1-{1-[2-Chloro-5-(methyloxy)-4-nitrophenyl]-4-piperidinyl}-4-(2-fluoroethyl)piperazine

HRID 419430노트

반응식

HRID 419430 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[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][NH:22][CH2:21][CH2:20]2)[CH2:15][CH2:14]1.[F:25][CH:26](I)[CH3:27].C([O-])([O-])=O.[Na+].[Na+]>C(#N)C>[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[N:13]1[CH2:18][CH2:17][CH:16]([N:19]2[CH2:20][CH2:21][N:22]([CH2:27][CH2:26][F:25])[CH2:23][CH2:24]2)[CH2:15][CH2:14]1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 23510620IodofluoroethaneHCID 594529121-{1-[2-Chloro-5-(methyloxy)-4-nitrophenyl]-4-piperidinyl}piperazine

생성물 1

HCID 594527481-{1-[2-Chloro-5-(methyloxy)-4-nitrophenyl]-4-piperidinyl}-4-(2-fluoroethyl)piperazine수율 65.5%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
70 °C

실험 절차

1-{1-[2-Chloro-5-(methyloxy)-4-nitrophenyl]-4-piperidinyl}piperazine (0.050 g, 1.41 mmol), 1-fluoroethyliodide (0.229 mL, 2.82 mmol), Na2CO3 (0.179 g, 1.69 mmol) were taken up in acetonitrile (10 mL), heated to 70° C. and stirred overnight. Reaction mixture was cooled and then poured onto prepackaged silica gel cartridge and dried by vacuum suction of air through cartridge and then flash chromatographed to give the title compound of step E (0.370 g, 65%). MS (M+H, ES+) 401.

후처리

  1. customReaction mixture
  2. temperaturewas cooled
  3. additionpoured onto prepackaged silica gel cartridge
  4. customdried by vacuum suction of air through cartridge
  5. customflash chromatographed

출처 및 근거

ORD 기록
ord-88da2d8f38ba4dcbac4493199108dbd6
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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