Hydrochloric Acid → 4-(7-chloro-2H-benzopyran-3-sulfonyl)-1-(piperidin-4-ylmethyl)-2-piperazinone hydrochloride

HRID 1840567Notes

Reaction equation

HRID 1840567 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[CH2:25][O:26][C:27]4[CH:33]=[C:32]([Cl:34])[CH:31]=[CH:30][C:28]=4[CH:29]=3)(=[O:23])=[O:22])[CH2:17][C:16]2=[O:35])[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C.CO>[ClH:34].[Cl:34][C:32]1[CH:31]=[CH:30][C:28]2[CH:29]=[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:35])[CH2:17]3)(=[O:22])=[O:23])[CH2:25][O:26][C:27]=2[CH:33]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 234473471-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(7-chloro-2H-benzopyran-3-sulfonyl)-2-piperazinone

Product 1

HCID 234473484-(7-chloro-2H-benzopyran-3-sulfonyl)-1-(piperidin-4-ylmethyl)-2-piperazinone hydrochlorideYield 198.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To 1-[1-(tert-butoxycarbonyl)piperidin-4-ylmethyl]-4-(7-chloro-2H-benzopyran-3-sulfonyl)-2-piperazinone (1.856 g) were added 4N hydrochloric acid in ethyl acetate (40 ml) and methanol (25 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction solution was concentrated to give colorless crystals of 4-(7-chloro-2H-benzopyran-3-sulfonyl)-1-(piperidin-4-ylmethyl)-2-piperazinone hydrochloride (1.618 g).

Workup

  1. concentrationThe reaction solution was concentrated

Sources & evidence

ORD record
ord-ebfb5f75a5ba412b8c6f6705c04fc5f6
Source dataset
uspto-grants-2004_01
Patent number
US06680312B2

Reaction notes

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