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Hydrochloric Acid → 4-(5-Chlorobenzofuran-2-sulfonyl)-1-(piperidin-4-ylmethyl)-2-piperazinone hydrochloride

HRID 1840572
Notes
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Reaction equation

HRID 1840572 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][N:15]2[CH2:20][CH2:19][N:18]([S:21]([C:24]3[O:25][C:26]4[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][C:27]=4[CH:28]=3)(=[O:23])=[O:22])[CH2:17][C:16]2=[O:34])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C.CO>[ClH:33].[Cl:33][C:30]1[CH:31]=[CH:32][C:26]2[O:25][C:24]([S:21]([N:18]3[CH2:19][CH2:20][N:15]([CH2:14][CH:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[C:16](=[O:34])[CH2:17]3)(=[O:23])=[O:22])=[CH:28][C:27]=2[CH:29]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 234474431-[1-(Tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-chlorobenzofuran-2-sulfonyl)-2-piperazinone

Product 1

HCID 234473124-(5-Chlorobenzofuran-2-sulfonyl)-1-(piperidin-4-ylmethyl)-2-piperazinone hydrochlorideYield 193.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent
HCID 8857
Ethyl Acetate
Solvent

Procedure

To 1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(5-chlorobenzofuran-2-sulfonyl)-2-piperazinone (270 mg) were added 4N hydrochloric acid in ethyl acetate (8 ml) and methanol (2 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction solution was concentrated to give 4-(5-chlorobenzofuran-2-sulfonyl)-1-(piperidin-4-ylmethyl)-2-piperazinone hydrochloride (229 mg).

Workup

  1. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-0c95523da64a41bdac7d44450ca9f6ca
Source dataset
uspto-grants-2004_01
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US06680312B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes