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Triethylamine → N-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]tricyclo[3,3,1,13,7]decane-1-carboxamide Dihydrochloride Sesquihydrate

HRID 374796
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HRID 374796 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][NH2:17])[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.[C:18]12([C:28]([Cl:30])=[O:29])[CH2:27][CH:22]3[CH2:23][CH:24]([CH2:26][CH:20]([CH2:21]3)[CH2:19]1)[CH2:25]2.C(N(CC)CC)C>C(Cl)Cl>[OH2:29].[ClH:1].[ClH:30].[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][NH:17][C:28]([C:18]34[CH2:27][CH:22]5[CH2:21][CH:20]([CH2:26][CH:24]([CH2:23]5)[CH2:25]3)[CH2:19]4)=[O:29])[CH2:12][CH2:13]2)[CH:5]=[CH:6][CH:7]=1.[OH2:29].[OH2:29].[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][NH:17][C:28]([C:18]34[CH2:27][CH:22]5[CH2:21][CH:20]([CH2:26][CH:24]([CH2:23]5)[CH2:25]3)[CH2:19]4)=[O:29])[CH2:12][CH2:13]2)[CH:5]=[CH:6][CH:7]=1.[ClH:1].[ClH:1]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 989151-Adamantanecarbonyl chlorideHCID 35067593-[4-(3-Chlorophenyl)piperazin-1-yl]propan-1-amine

생성물 1

HCID 131717306N-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl]tricyclo[3,3,1,13,7]decane-1-carboxamide Dihydrochloride Sesquihydrate

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of [4-(3-chlorophenyl)piperazinyl]propylamine (1.28 g, 0.005 mol) in 50 mL of methylene chloride, adamantane-1-carboxylic acid chloride (1 g, 0.005 mol) and triethylamine (1 g, 0.01 mol) were added. Stirring was continued at room temperature overnight. The methylene chloride solution was washed with water, dried over anhydrous sodium sulfate and evaporated under reduced pressure. The remaining residue was subjected to preparative HPLC using silica gel column and ethyl acetate as the eluent. The title compound was separated and converted to the dihydrochloride salt with ethanolic HCl (1.5 g), m.p. 209°-210° C. Anal. Calcd. C24H34ClN3O.2HCl.1.50H2O: C, 55.87; H, 4.72; N, 8.14%. Found: C, 56.05; H, 7.62; N, 7.69%.

후처리

  1. washThe methylene chloride solution was washed with water
  2. dry with materialdried over anhydrous sodium sulfate
  3. customevaporated under reduced pressure
  4. customThe title compound was separated

출처 및 근거

ORD 기록
ord-124cfa24dd734097bd538cad46913c9d
출처 데이터셋
uspto-grants-1996_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05482940

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