Hydrochloric Acid → Melphalan hydrochloride

HRID 1411206Notes

Reaction equation

HRID 1411206 reaction equation
[Cl:1][CH2:2][CH2:3][N:4]([CH2:17][CH2:18][Cl:19])[C:5]1[CH:16]=[CH:15][C:8]([CH2:9][C@@H:10]([C:12]([OH:14])=[O:13])[NH2:11])=[CH:7][CH:6]=1.Cl>O>[ClH:1].[Cl:1][CH2:2][CH2:3][N:4]([CH2:17][CH2:18][Cl:19])[C:5]1[CH:6]=[CH:7][C:8]([CH2:9][C@@H:10]([C:12]([OH:14])=[O:13])[NH2:11])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 460612Melphalan

Product 1

HCID 9927978Melphalan hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In one embodiment of the present invention, the reaction of 4-[bis(2-chloroethyl)-amino]-L-phenylalanine with hydrochloric acid in water is followed by concentration in presence of an organic solvent, stirring of the concentrated mixture with an alcohol, and separating the obtained solid to yield 4-[bis(2-chloroethyl)-amino]L-phenylalanine hydrochloride (I) of desired purity.

Workup

  1. concentrationis followed by concentration in presence of an organic solvent
  2. customseparating the obtained solid

Sources & evidence

ORD record
ord-a96dfd26d51e4f2cac8fc19d297c403b
Source dataset
uspto-grants-2014_12
Patent number
US08921596B2

Reaction notes

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