Hydrochloric Acid → 1-(6-Chloronaphthalene-2-sulfonyl)-4-[4-(4-piperidyl)benzoyl]piperazine hydrochloride

HRID 278600Notes

Reaction equation

HRID 278600 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:41]=[CH:40][C:17]([C:18]([N:20]3[CH2:25][CH2:24][N:23]([S:26]([C:29]4[CH:38]=[CH:37][C:36]5[C:31](=[CH:32][CH:33]=[C:34]([Cl:39])[CH:35]=5)[CH:30]=4)(=[O:28])=[O:27])[CH2:22][CH2:21]3)=[O:19])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl>C(OCC)(=O)C.CCOCC>[ClH:39].[Cl:39][C:34]1[CH:35]=[C:36]2[C:31](=[CH:32][CH:33]=1)[CH:30]=[C:29]([S:26]([N:23]1[CH2:22][CH2:21][N:20]([C:18](=[O:19])[C:17]3[CH:40]=[CH:41][C:14]([CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)=[CH:15][CH:16]=3)[CH2:25][CH2:24]1)(=[O:28])=[O:27])[CH:38]=[CH:37]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 227106841-[4-(N-tert-butoxycarbonylpiperidin-4-yl)benzoyl]-4-(6-chloronaphthalene-2-sulfonyl)piperazine

Product 1

HCID 227110601-(6-Chloronaphthalene-2-sulfonyl)-4-[4-(4-piperidyl)benzoyl]piperazine hydrochlorideYield 188%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 1-[4-(N-tert-butoxycarbonylpiperidin-4-yl)benzoyl]-4-(6-chloronaphthalene-2-sulfonyl)piperazine (125 mg) in ethyl acetate (0.5 ml) was added 4 N hydrochloric acid in ethyl acetate solution (4 ml) and the solution was stirred at room temperature for 1 hour, and diluted with ether. The precipitate was filtered, washed with ether and dried to give a colorless solid of the title compound (105 mg).

Workup

  1. filtrationThe precipitate was filtered
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-139c24be21674bc0b0e025b238325d21
Source dataset
uspto-grants-2002_03
Patent number
US06359134B1

Reaction notes

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