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Sodium Bicarbonate → Ethyl 4-[2-[1-(8-chloro-3-phthalazinyl)-4-piperidinyl]ethoxy]benzoate monohydrochloride

HRID 484514
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인쇄 미리보기

반응식

HRID 484514 반응식
[Cl:1][N:2]1[CH:11]=[C:10]2[C:5]([C:6]([Cl:12])=[CH:7][CH:8]=[CH:9]2)=[CH:4][NH:3]1.[NH:13]1[CH2:18][CH2:17][CH:16]([CH2:19][CH2:20][O:21][C:22]2[CH:32]=[CH:31][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:24][CH:23]=2)[CH2:15][CH2:14]1.C(=O)([O-])O.[Na+]>C(O)C>[ClH:1].[Cl:12][C:6]1[C:5]2[C:10](=[CH:11][N:2]([N:13]3[CH2:14][CH2:15][CH:16]([CH2:19][CH2:20][O:21][C:22]4[CH:23]=[CH:24][C:25]([C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:31][CH:32]=4)[CH2:17][CH2:18]3)[NH:3][CH:4]=2)[CH:9]=[CH:8][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 516892Sodium BicarbonateHCID 14989200Ethyl 4-[2-(4-piperidinyl)ethoxy]benzoateHCID 197482793,8-Dichlorophthalazine

생성물 1

HCID 19748240Ethyl 4-[2-[1-(8-chloro-3-phthalazinyl)-4-piperidinyl]ethoxy]benzoate monohydrochloride수율 46.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A mixture of 4 parts of 3,8-dichlorophthalazine, 4.2 parts of ethyl 4-[2-(4-piperidinyl) ethoxy]benzoate, 4 parts of sodium hydrogen carbonate and 120 parts of ethanol was stirred and refluxed overnight. After evaporation, the residue was taken up in water and dichloromethane. The organic layer was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using trichloromethane and methanol (98.2 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was converted into the hydrochloride salt in 2-propanol. The salt was filtered off, washed with 2-propanol and 2,2'-oxybispropane and dried at 50° C., yielding 3.3 parts (46.2%) of ethyl 4-[2-[1-(8-chloro-3-phthalazinyl)-4-piperidinyl]ethoxy]benzoate monohydrochloride; mp. 172.4° C. (comp. 86).

후처리

  1. temperaturerefluxed overnight
  2. customAfter evaporation
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography over silica gel
  7. customThe pure fractions were collected
  8. customthe eluent was evaporated
  9. filtrationThe salt was filtered off
  10. washwashed with 2-propanol and 2,2'-oxybispropane
  11. customdried at 50° C.

출처 및 근거

ORD 기록
ord-c90eac6e5ee74bae8841f9bf41271435
출처 데이터셋
uspto-grants-1993_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05231184

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