Hydrochloric Acid → 1-Benzoyl-3-[3-[4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine hydrochloride hemihydrate

HRID 1597088ノート

反応式

HRID 1597088 の反応式
C1(C)C=CC(S(O)(=O)=[O:8])=CC=1.[CH2:12]([C:19]1([C:25]([N:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[O:26])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:32]([N:40]1[CH2:45][CH2:44][CH2:43][C:42]([C:54]2[CH:59]=[CH:58][C:57]([Cl:60])=[C:56]([Cl:61])[CH:55]=2)([CH2:46][CH2:47][CH2:48]OS(C)(=O)=O)[CH2:41]1)(=[O:39])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1.C([O-])([O-])=O.[K+].[K+].[ClH:68]>CN(C=O)C.O>[OH2:8].[ClH:60].[C:32]([N:40]1[CH2:45][CH2:44][CH2:43][C:42]([CH2:46][CH2:47][CH2:48][N:22]2[CH2:23][CH2:24][C:19]([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)([C:25]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:26])[CH2:20][CH2:21]2)([C:54]2[CH:59]=[CH:58][C:57]([Cl:60])=[C:56]([Cl:61])[CH:55]=2)[CH2:41]1)(=[O:39])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1.[C:32]([N:40]1[CH2:45][CH2:44][CH2:43][C:42]([C:54]2[CH:59]=[CH:58][C:57]([Cl:60])=[C:56]([Cl:61])[CH:55]=2)([CH2:46][CH2:47][CH2:48][N:22]2[CH2:23][CH2:24][C:19]([C:25]([N:27]3[CH2:31][CH2:30][CH2:29][CH2:28]3)=[O:26])([CH2:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:20][CH2:21]2)[CH2:41]1)(=[O:39])[C:33]1[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=1.[ClH:68]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 118127101-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-(methanesulfonyloxy)propyl]piperidineHCID 227417124-Benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine p-toluenesulfonate

生成物 1

HCID 1317216551-Benzoyl-3-[3-[4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]-3-(3,4-dichlorophenyl)piperidine hydrochloride hemihydrate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
80 °C

実験手順

A mixture of 4-benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine p-toluenesulfonate, 0.65 g of the compound obtained in step B of EXAMPLE 1 and 0.7 g of K2CO3 in 6 ml of DMF is heated at 80° C. for 3 hours. The reaction mixture is poured into iced water and the precipitate formed is filtered off and washed with water. The precipitate is dissolved in AcOEt, the organic phase is dried over MgSO4 and the solvent is evaporated off under vacuum. The residue is chromatographed on silica H using DCM and then a DCM/MeOH mixture (95/5; v/v) as the eluent. The product obtained is taken up with ethereal hydrogen chloride and the precipitate formed is filtered off to give 0.56 g of the expected product.

後処理

  1. customthe precipitate formed
  2. filtrationis filtered off
  3. washwashed with water
  4. dissolutionThe precipitate is dissolved in AcOEt
  5. dry with materialthe organic phase is dried over MgSO4
  6. customthe solvent is evaporated off under vacuum
  7. customThe residue is chromatographed on silica H
  8. customThe product obtained
  9. customthe precipitate formed
  10. filtrationis filtered off

出典と根拠

ORDレコード
ord-cfa9e6a24a2647e0a67e376d24382b10
出典データセット
uspto-grants-2001_09
特許番号
US06291672B1

反応ノート

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