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

HRID 80867

반응식

HRID 80867 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-aa31204f69794e3a9f0466e3bad627a1
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846677B2

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