Hydrochloric Acid → 7beta-Amino-3-(3-amino-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate trihydrochloride

HRID 1651152Notes

Reaction equation

HRID 1651152 reaction equation
[ClH:1].[NH2:2][C@@H:3]1[C:23](=[O:24])[N:5]2[C:6]([C:20]([O-:22])=[O:21])=[C:7]([CH2:10][N+:11]3[N:12]([CH3:19])[C:13]([NH:16]C=O)=[CH:14][CH:15]=3)[CH2:8][S:9][C@H:4]12.C(OCC)(=O)C>O1CCCC1.CO>[ClH:1].[ClH:1].[ClH:1].[NH2:2][C@@H:3]1[C:23](=[O:24])[N:5]2[C:6]([C:20]([O-:22])=[O:21])=[C:7]([CH2:10][N+:11]3[N:12]([CH3:19])[C:13]([NH2:16])=[CH:14][CH:15]=3)[CH2:8][S:9][C@H:4]12

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 108068457beta-Amino-3-(3-formamido-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate

Product 1

HCID 1317163857beta-Amino-3-(3-amino-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate trihydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Concentrated hydrochloric acid (0.353 ml) was added to a mixture of di(trifluoroacetic acid)salt of 7β-amino-3-(3-formamido-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate (0.565 g) in tetrahydrofuran (3 ml) and methanol (3 ml) at ambient temperature. After being stirred at the same temperature for 12 hours, the mixture was added dropwise to ethyl acetate (100 ml). The resultant precipitate was collected by filtration to give 7β-amino-3-(3-amino-2-methyl-1-pyrazolio)methyl-3-cephem-4-carboxylate trihydrochloride (292 mg).

Workup

  1. filtrationThe resultant precipitate was collected by filtration

Sources & evidence

ORD record
ord-4dbc5f4e36114ff382661d9524966b29
Source dataset
uspto-grants-1990_05
Patent number
US04927818

Reaction notes

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