Hydrochloric Acid → 1-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid 4-methylpiperazine-amide hydrochloride

HRID 343710Notes

Reaction equation

HRID 343710 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([NH2:10])=[O:9])[CH2:4][CH2:3]1.[Cl:11][C:12]1[CH:13]=[C:14]([C:19]2([CH2:38][CH2:39][N:40]3[CH2:45][CH2:44][C:43]([C:49]4[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=4)([C:46]([OH:48])=[O:47])[CH2:42][CH2:41]3)[CH2:23][CH2:22][N:21]([C:24](=[O:37])[C:25]3[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[C:27]([O:35][CH3:36])[CH:26]=3)[CH2:20]2)[CH:15]=[CH:16][C:17]=1[Cl:18].Cl>ClCCl>[ClH:11].[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]([NH2:10])=[O:9])[CH2:4][CH2:3]1.[Cl:11][C:12]1[CH:13]=[C:14]([C:19]2([CH2:38][CH2:39][N:40]3[CH2:45][CH2:44][C:43]([C:49]4[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=4)([C:46]([OH:48])=[O:47])[CH2:42][CH2:41]3)[CH2:23][CH2:22][N:21]([C:24](=[O:37])[C:25]3[CH:30]=[C:29]([O:31][CH3:32])[C:28]([O:33][CH3:34])=[C:27]([O:35][CH3:36])[CH:26]=3)[CH2:20]2)[CH:15]=[CH:16][C:17]=1[Cl:18]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 675594611-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid 4-methylpiperazine-amide

Product 1

HCID 675622111-[2-[3-(3,4-Dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin-3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid 4-methylpiperazine-amide hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Dissolve 1-[2-[3-(3,4-dichloro-phenyl)-1-(3,4,5-trimethoxy-benzoyl)-pyrrolidin -3-yl]-ethyl]-4-phenyl-piperidine-4-carboxylic acid 4-methylpiperazine-amide (1.96 g, 2.71 mmol) in dichloromethane (20 mL). This solution was combined with a saturated solution of hydrochloric acid in dichloromethane (20 mL) and the mixture was stirred for 1 hour. The reaction mixture was evaporated in vacuo and hexane was added. This mixture was evaporated in vacuo and diethyl ether was added. The diethyl ether mixture was evaporated in vacuo to give a solid. The solid was dried in vacuo to give the title compound. Exact mass (FAB+): calculated for C39H49Cl2N4O5 calculated 723.3080. Found 723.3073.

Workup

  1. customThe reaction mixture was evaporated in vacuo and hexane
  2. additionwas added
  3. customThis mixture was evaporated in vacuo and diethyl ether
  4. additionwas added
  5. customThe diethyl ether mixture was evaporated in vacuo
  6. customto give a solid
  7. customThe solid was dried in vacuo

Sources & evidence

ORD record
ord-4004dc223a8f42b29f1b4b3bcda99e93
Source dataset
uspto-grants-1999_01
Patent number
US05861416

Reaction notes

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