Chloroethane → 4-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzyloxycarbonylamino)ethoxy]ethyl]piperidine hydrochloride

HRID 1842

反応式

HRID 1842 の反応式
C(N(CC)CC)C.Cl.Cl.[C:10]([NH:13][C:14]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][O:22][CH:23]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=2)[CH2:24][NH:25][CH3:26])[CH2:16][CH2:15]1)(=[O:12])[CH3:11].Cl[C:42]([O:44][CH2:45][C:46]1[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=1)=[O:43].CCCl>C(Cl)Cl>[ClH:33].[C:10]([NH:13][C:14]1([C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][O:22][CH:23]([C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=2)[CH2:24][N:25]([CH3:26])[C:42]([O:44][CH2:45][C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)=[O:43])[CH2:18][CH2:19]1)(=[O:12])[CH3:11]

参加物

6

反応物 4

HCID 6337ChloroethaneHCID 8471TriethylamineHCID 10387Benzyl chloroformateHCID 196925004-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methylamino)ethoxy]ethyl]piperidine dihydrochloride

生成物 1

HCID 196924624-Acetamido-4-phenyl-1-[2-[1-(3,4-dichlorophenyl)-2-(N-methyl-N-benzyloxycarbonylamino)ethoxy]ethyl]piperidine hydrochloride

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

0.41 ml of triethylamine is added to a solution of 0.5 g of the compound obtained in EXAMPLE 11, step B), in 10 ml of DCM, the mixture is then cooled to 0° C. and 0.14 ml of benzyl chloroformate is added dropwise. The reaction mixture is washed twice with water, dried over MgSO4 and concentrated under vacuum. The residue is chromatographed on silica gel H using DCM and then a DCM/MeOH mixture (94/6; v/v) as the eluent. The product obtained is taken up with DCM, acidified to pH 1 by the addition of hydrochloric ether and concentrated under vacuum to give 0.39 g of the expected hydrochloride after crystallization from iso ether. M.p.=135° C.

後処理

  1. washThe reaction mixture is washed twice with water
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated under vacuum
  4. customThe residue is chromatographed on silica gel H
  5. customThe product obtained
  6. concentrationconcentrated under vacuum

出典と根拠

ORDレコード
ord-7d504e6d31bb4728a49a96e042f2ee0f
出典データセット
uspto-grants-1998_03
特許番号
US05726313

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