Hydrochloric Acid → Alfuzosin hydrochloride

HRID 1020712Notes

Reaction equation

HRID 1020712 reaction equation
[ClH:1].[CH3:2][N:3]([C:15]1[N:24]=[C:23]([NH2:25])[C:22]2[C:17](=[CH:18][C:19]([O:28][CH3:29])=[C:20]([O:26][CH3:27])[CH:21]=2)[N:16]=1)[CH2:4][CH2:5][CH2:6][NH:7][C:8]([CH:10]1[O:14][CH2:13][CH2:12][CH2:11]1)=[O:9]>CO>[CH3:2][N:3]([C:15]1[N:24]=[C:23]([NH2:25])[C:22]2[C:17](=[CH:18][C:19]([O:28][CH3:29])=[C:20]([O:26][CH3:27])[CH:21]=2)[N:16]=1)[CH2:4][CH2:5][CH2:6][NH:7][C:8]([CH:10]1[O:14][CH2:13][CH2:12][CH2:11]1)=[O:9].[ClH:1]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 2092Alfuzosin

Product 1

HCID 71764Alfuzosin hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In an embodiment, the process involves reacting a solution of compound (VI) or (VII) with diamine compound (V) or vice versa in a solvent at a suitable temperature to yield alfuzosin. After completion of reaction, the mixture may be basified, extracted in a suitable solvent, neutralized, washed with water and dried. Alternatively, the solvent may be evaporated partially or completely to provide a residue or solution of alfuzosin base in a solvent. In a preferred embodiment, the residue of alfuzosin is dissolved in methanol and acidified with hydrochloric acid either as gas or as an aqueous solution or as alcoholic solution to yield alfuzosin hydrochloride.

Sources & evidence

ORD record
ord-1a2bfcf633f2407b83b1ec3f4b78c690
Source dataset
uspto-grants-2014_05
Patent number
US08716476B2

Reaction notes

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