Hydrochloric Acid → 4-(6-Chloronaphthalene-2-sulfonyl)-1-{methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone Hydrochloride

HRID 2086283Notes

Reaction equation

HRID 2086283 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([N:21]([CH3:34])[CH:22]3[CH2:27][CH2:26][N:25]([C:28]4[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=4)[CH2:24][CH2:23]3)[C:17](=[O:35])[CH2:16]1)(=[O:14])=[O:13])[CH:6]=[CH:5]2.Cl>CO.C(OCC)(=O)C>[ClH:1].[Cl:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[CH:8]=[C:7]([S:12]([N:15]1[CH2:20][CH2:19][N:18]([N:21]([CH3:34])[CH:22]3[CH2:27][CH2:26][N:25]([C:28]4[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=4)[CH2:24][CH2:23]3)[C:17](=[O:35])[CH2:16]1)(=[O:13])=[O:14])[CH:6]=[CH:5]2

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 227271244-(6-Chloronaphthalene-2-sulfonyl)-1-{methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone

Product 1

HCID 227272644-(6-Chloronaphthalene-2-sulfonyl)-1-{methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone HydrochlorideYield 196.5%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A suspension of 4-(6-chloronaphthalene-2-sulfonyl)-1-{methyl[1-(4-pyridyl)-4-piperidinyl]amino}-2-piperazinone (500 mg) in methanol (20 ml) was combined with a 4N solution of hydrochloric acid in ethyl acetate (1 ml) to effect a dissolution, and the solution was concentrated. The residue was crystallized from ethanol/ether, collected by filtration and dried to obtain the title compound (526 mg) as a colorless solid.

Workup

  1. dissolutiona dissolution
  2. concentrationthe solution was concentrated
  3. customThe residue was crystallized from ethanol/ether
  4. filtrationcollected by filtration
  5. customdried

Sources & evidence

ORD record
ord-8f7162bb4fef41919f22ebdee5bea9d5
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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