Sodium Carbonate → 1-[3-(Ethyloxy)-4-nitrophenyl]-4-[1-(2-fluoroethyl)-4-piperidinyl]piperazine

HRID 419398노트

반응식

HRID 419398 반응식
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([N:13]2[CH2:18][CH2:17][N:16]([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)[CH2:15][CH2:14]2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH3:2].I[CH2:26][CH2:27][F:28].C([O-])([O-])=O.[Na+].[Na+]>C(#N)C>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([N:13]2[CH2:14][CH2:15][N:16]([CH:19]3[CH2:24][CH2:23][N:22]([CH2:26][CH2:27][F:28])[CH2:21][CH2:20]3)[CH2:17][CH2:18]2)[CH:7]=[CH:8][C:9]=1[N+:10]([O-:12])=[O:11])[CH3:2]

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 69804Ethane, 1-fluoro-2-iodo-HCID 594528881-[3-(Ethyloxy)-4-nitrophenyl]-4-(4-piperidinyl)piperazine

생성물 1

HCID 594526551-[3-(Ethyloxy)-4-nitrophenyl]-4-[1-(2-fluoroethyl)-4-piperidinyl]piperazine수율 65.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a stirred solution of 1-[3-(ethyloxy)-4-nitrophenyl]-4-(4-piperidinyl)piperazine (0.28 g, 0.83 mmol) and 1-iodo-2-fluoroethane (0.29 g, 1.67 mmol) in acetonitrile (17 mL) was added Na2CO3 (0.106 g, 1.0 mmol). The reaction was stirred under N2 and heated to reflux for 4 h. The temperature was lowered to 75° C. and the reaction was stirred overnight (approximately 16 h). The reaction was cooled to rt and then concentrated under vacuum. The residue was purified by silica gel chromatography to give the title compound of step B (206 mg, 0.54 mmol, 65%) as a yellow solid. MS (ESI): 381 [M+H]+.

후처리

  1. temperatureheated
  2. temperatureto reflux for 4 h
  3. customwas lowered to 75° C.
  4. stirringthe reaction was stirred overnight (approximately 16 h)
  5. concentrationconcentrated under vacuum
  6. customThe residue was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-cc8a9d14ae4e4715a3e4ef22479c25b2
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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