p-Bromobenzenesulfonyl chloride → 1-(4-Bromophenylsulphonyl)-4-[4-(4-pyridyl)-1-piperidylmethyl]piperidine

HRID 1249722노트

반응식

HRID 1249722 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8](Cl)(=[O:10])=[O:9])=[CH:4][CH:3]=1.Cl.Cl.Cl.[N:15]1[CH:20]=[CH:19][C:18]([CH:21]2[CH2:26][CH2:25][N:24]([CH2:27][CH:28]3[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]3)[CH2:23][CH2:22]2)=[CH:17][CH:16]=1.C(N(CC)CC)C>C(Cl)Cl>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:31]2[CH2:32][CH2:33][CH:28]([CH2:27][N:24]3[CH2:23][CH2:22][CH:21]([C:18]4[CH:19]=[CH:20][N:15]=[CH:16][CH:17]=4)[CH2:26][CH2:25]3)[CH2:29][CH2:30]2)(=[O:10])=[O:9])=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 183289274-[4-(4-Pyridyl)-1-piperidylmethyl]piperidine trihydrochloride

생성물 1

HCID 183288991-(4-Bromophenylsulphonyl)-4-[4-(4-pyridyl)-1-piperidylmethyl]piperidine수율 58%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

A solution of 4-bromophenylsulphonyl chloride (411 mg) in methylene chloride (4 ml) was added dropwise over 15 minutes to a mixture of 4-[4-(4-pyridyl)-1-piperidylmethyl]piperidine trihydrochloride (545 mg) and triethylamine (1.07 ml) in dichloromethane (10 ml) at 0° C. The solution was stirred at ambient temperature for 18 hours. The solution was diluted with dichloromethane and washed with water, dried (Na2SO4) and evaporated. The residue was purified by chromatography eluting with 4% methanol in dichloromethane. Recrystallisation from ethyl acetate/hexane gave, as a solid 1-(4-bromophenylsulphonyl)-4-[4-(4-pyridyl)-1-piperidylmethyl]piperidine (410 mg), mp 163-164° C.

후처리

  1. washwashed with water
  2. dry with materialdried (Na2SO4)
  3. customevaporated
  4. customThe residue was purified by chromatography
  5. washeluting with 4% methanol in dichloromethane
  6. customRecrystallisation from ethyl acetate/hexane

출처 및 근거

ORD 기록
ord-4988eb35dc89480e9977b477de5a8220
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06335341B1

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