Midazolam → Midazolam Maleate

HRID 502497Notes

Reaction equation

[CH3:1][C:2]1[N:6]2[C:7]3[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=3[C:14]([C:17]3[C:22]([F:23])=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:15][CH2:16][C:5]2=[CH:4][N:3]=1.[C:24]([OH:31])(=[O:30])/[CH:25]=[CH:26]\[C:27]([OH:29])=[O:28]>>[CH3:1][C:2]1[N:6]2[C:7]3[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=3[C:14]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:22]=3[F:23])=[N:15][CH2:16][C:5]2=[CH:4][N:3]=1.[CH:25](/[C:24]([OH:31])=[O:30])=[CH:26]/[C:27]([OH:29])=[O:28]

Participants

Reactant 2

HCID 4192Midazolam

HCID 444266Maleic Acid

Product 1

HCID 5384200Midazolam Maleate

Procedure

can include, for example, dissolving the midazolam base produced in step (a) in a solvent or a solvent mixture, e.g., at elevated temperature; adding maleic acid, e.g., as a solution in a solvent, which can include an organic solvent, to produce midazolam maleate; allowing the solution to cool sufficiently to precipitate midazolam maleate (e.g., in the form of crystals); and collecting the precipitate, e.g., by filtration and, optionally, washing and/or drying the precipitate.

Sources & evidence

ORD record: ord-792409bc9d224125b79534d4a88f45ec
Source dataset: uspto-grants-2010_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07776852B2

Reaction notes

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