Dimethyl Sulfoxide → 1-[5-(4-Chlorophenyl)pyridin-2-yl]-4-(propan-2-yl)piperazine

HRID 80867

反応式

HRID 80867 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)=[CH:4][N:3]=1.CS(C)=O.[CH:19]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)([CH3:21])[CH3:20]>O>[Cl:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[CH:6]=[CH:7][C:2]([N:25]3[CH2:26][CH2:27][N:22]([CH:19]([CH3:21])[CH3:20])[CH2:23][CH2:24]3)=[N:3][CH:4]=2)=[CH:9][CH:10]=1

参加物

5

反応物 3

HCID 679Dimethyl SulfoxideHCID 780131-IsopropylpiperazineHCID 100365542-Chloro-5-(4-chlorophenyl)pyridine

生成物 1

HCID 159513151-[5-(4-Chlorophenyl)pyridin-2-yl]-4-(propan-2-yl)piperazine収率 85.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

A mixture of 2-chloro-5-(4-chlorophenyl)pyridine (500 mg, 2.23 mmol), DMSO (2.0 mL) and 1-isopropylpiperazine (3 mL, 23.4 mmol) was stirred and heated on a 100° C. oil-bath overnight. The reaction mixture was poured into water (75 mL), and the solid was isolated by filtration, washed with water and dried. The crude product was purified by column chromatography on silica gel (Kiselgel 60, mesh 0.040-0.63) eluting with a mixture of ethyl acetate and methanol (4:1). Collecting the proper fractions afforded 600 mg (85%) of 1-[5-(4-chlorophenyl)pyridin-2-yl]-4-isopropylpiperazine.

後処理

  1. customthe solid was isolated by filtration
  2. washwashed with water
  3. customdried
  4. customThe crude product was purified by column chromatography on silica gel (Kiselgel 60, mesh 0.040-0.63)
  5. washeluting with a mixture of ethyl acetate and methanol (4:1)
  6. customCollecting the proper fractions

出典と根拠

ORDレコード
ord-aa31204f69794e3a9f0466e3bad627a1
出典データセット
uspto-grants-2014_09
特許番号
US08846677B2

関連ノート

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