Hydrochloric Acid → 5-chloro-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl-amino}-N,N-dimethylnicotinamide hydrochloride

HRID 2294153Notes

Reaction equation

HRID 2294153 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]([NH:13][CH2:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[O:29][CH3:30])[CH2:19][CH2:18]2)=[C:6]([CH:12]=1)[C:7]([N:9]([CH3:11])[CH3:10])=[O:8].Cl>C(Cl)Cl.CO>[ClH:1].[Cl:1][C:2]1[CH:3]=[N:4][C:5]([NH:13][CH2:14][CH2:15][CH2:16][N:17]2[CH2:22][CH2:21][N:20]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[O:29][CH3:30])[CH2:19][CH2:18]2)=[C:6]([CH:12]=1)[C:7]([N:9]([CH3:10])[CH3:11])=[O:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 214734545-chloro-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylnicotinamide

Product 1

HCID 214734535-chloro-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl-amino}-N,N-dimethylnicotinamide hydrochlorideYield 151.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6344DichloromethaneSolvent

Procedure

The 5-chloro-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propylamino}-N,N-dimethylnicotinamide (0.188 g, 0.435 mmol) was dissolved in methylene chloride and the solution was treated with excess hydrochloric acid in methanol and concentrated to dryness. The residue was triturated with diethyl ether and then dried to give 5-chloro-2-{3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl-amino}-N,N-dimethylnicotinamide hydrochloride (0.18 g, 0.33 mmol), Anal.: Calcd. for C22H30ClN5O2.(HCl)3.(C4H8O)0.3 : C, 49.08; H, 6.28; N, 12.33%; Found: C, 48.70H, 6.46; N, 11.93%.

Workup

  1. concentrationconcentrated to dryness
  2. customThe residue was triturated with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-f067a0270bb54deb87ddf98a7137446a
Source dataset
uspto-grants-1997_11
Patent number
US05688795

Reaction notes

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