Citric Acid → N'-{4-[1-(4-chlorophenyl)cyclobutyl]thiazol-2-yl}-N,N-diethylpropane-1,3-diamine citrate salt

HRID 7810Notes

Reaction equation

HRID 7810 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[N:13]=[C:14]([NH:17][CH2:18][CH2:19][CH2:20][N:21]([CH2:24][CH3:25])[CH2:22][CH3:23])[S:15][CH:16]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[C:26]([OH:38])(=[O:37])[CH2:27][C:28]([CH2:33][C:34]([OH:36])=[O:35])([C:30]([OH:32])=[O:31])[OH:29]>CO.O>[C:26]([OH:38])(=[O:37])[CH2:27][C:28]([CH2:33][C:34]([OH:36])=[O:35])([C:30]([OH:32])=[O:31])[OH:29].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([C:12]3[N:13]=[C:14]([NH:17][CH2:18][CH2:19][CH2:20][N:21]([CH2:22][CH3:23])[CH2:24][CH3:25])[S:15][CH:16]=3)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 311Citric AcidHCID 21992323N'-{4-[1-(4-chlorophenyl)cyclobutyl]thiazol-2-yl}-N,N-diethylpropane-1,3-diamine

Product 1

HCID 86588307N'-{4-[1-(4-chlorophenyl)cyclobutyl]thiazol-2-yl}-N,N-diethylpropane-1,3-diamine citrate salt

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of N′-{4-[1-(4-chlorophenyl)cyclobutyl]thiazol-2-yl}-N,N-diethylpropane-1,3-diamine, 19, (78.9 mg, 0.209 mmol) and citric acid (40.2 mg, 0.209 mmol) in methanol (10 mL) was concentrated to give a colorless oil. The oil was dissolved in water (10 mL) and lyophilized to give N′-{4-[1-(4-chlorophenyl)cyclobutyl]thiazol-2-yl}-N,N-diethylpropane-1,3-diamine citrate salt, 20, as a white powder.

Workup

  1. customto give a colorless oil

Sources & evidence

ORD record
ord-7df2cf2c036f4ca89fda9641812f2c45
Source dataset
uspto-grants-2006_08
Patent number
US07087623B2

Reaction notes

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