Dichloromethane → {(S)-1-[3-(1-Methyl-1H-benzoimidazol-2-yl)-phenyl]-piperidin-3-yl}-piperazin-1-yl-methanone hydrochloride

HRID 77088Notes

Reaction equation

HRID 77088 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]([C@H:16]2[CH2:21][CH2:20][CH2:19][N:18]([C:22]3[CH:27]=[CH:26][CH:25]=[C:24]([C:28]4[N:32]([CH3:33])[C:31]5[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=5[N:29]=4)[CH:23]=3)[CH2:17]2)=[O:15])[CH2:10][CH2:9]1)=O)(C)(C)C.[Cl:38]CCl>Cl.CCOCC>[ClH:38].[CH3:33][N:32]1[C:31]2[CH:34]=[CH:35][CH:36]=[CH:37][C:30]=2[N:29]=[C:28]1[C:24]1[CH:23]=[C:22]([N:18]2[CH2:19][CH2:20][CH2:21][C@H:16]([C:14]([N:11]3[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]3)=[O:15])[CH2:17]2)[CH:27]=[CH:26][CH:25]=1

Participants

5

Reactant 2

HCID 6344DichloromethaneHCID 669774704-{(S)-1-[3-(1-Methyl-1H-benzoimidazol-2-yl)-phenyl]-piperidine-3-carbonyl}-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 66977509{(S)-1-[3-(1-Methyl-1H-benzoimidazol-2-yl)-phenyl]-piperidin-3-yl}-piperazin-1-yl-methanone hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

Method A—Step b To a mixture of 4-{(S)-1-[3-(1-Methyl-1H-benzoimidazol-2-yl)-phenyl]-piperidine-3-carbonyl}-piperazine-1-carboxylic acid tert-butyl ester (0.04 g, 0.08 mmol) in dichloromethane (0.5 mL), 2M HCl in Et2O (2 mL) was added and the resulting mixture was stirred overnight at room temperature. Solvent was removed to get 0.04 g of the title compound as hydrochloride salt with quantitative yield.

Workup

  1. additionwas added
  2. customSolvent was removed

Sources & evidence

ORD record
ord-7e87aa508d2c49488bc7b41343fadb2a
Source dataset
uspto-grants-2014_09
Patent number
US08835648B2

Reaction notes

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