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

HRID 419398ノート

反応式

HRID 419398 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-cc8a9d14ae4e4715a3e4ef22479c25b2
出典データセット
uspto-grants-2012_01
特許番号
US08093239B2

反応ノート

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