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

HRID 50067ノート

反応式

HRID 50067 の反応式
[C:1]1([CH3:11])[CH:6]=[CH:5][C:4](S(O)(=O)=[O:8])=[CH:3][CH:2]=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.[ClH:32].[C:33]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([C:63]2[CH:68]=[CH:67][C:66]([Cl:69])=[C:65]([Cl:70])[CH:64]=2)([CH2:47][CH2:48][CH2:49][N:50]2[CH2:55][CH2:54][CH:53]([C:56]([N:58]3[CH2:62][CH2:61][CH2:60][CH2:59]3)=[O:57])[CH2:52][CH2:51]2)[CH2:42]1)(=[O:40])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.C([O-])([O-])=O.[K+].[K+].Cl>CN(C=O)C.O>[OH2:8].[ClH:69].[C:33]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([CH2:47][CH2:48][CH2:49][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:63]2[CH:68]=[CH:67][C:66]([Cl:69])=[C:65]([Cl:70])[CH:64]=2)[CH2:42]1)(=[O:40])[C:34]1[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=1.[C:33]([N:41]1[CH2:46][CH2:45][CH2:44][C:43]([C:63]2[CH:68]=[CH:67][C:66]([Cl:69])=[C:65]([Cl:70])[CH:64]=2)([CH2:47][CH2:48][CH2:49][N:50]2[CH2:51][CH2:52][C:53]([C:56]([N:58]3[CH2:59][CH2:60][CH2:61][CH2:62]3)=[O:57])([CH2:11][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:54][CH2:55]2)[CH2:42]1)(=[O:40])[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1.[ClH:32]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 227417124-Benzyl-4-(pyrrolidin-1-ylcarbonyl)piperidine p-toluenesulfonateHCID 227417141-Benzoyl-3-(3,4-dichlorophenyl)-3-[3-[4-(pyrrolidin-1-ylcarbonyl)piperid-1-yl]propyl]piperidine hydrochloride

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-toluene-sulfonate, 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-960e5a400a17473e86c5082ea882ad5d
出典データセット
uspto-grants-2004_03
特許番号
US06710042B2

反応ノート

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