Hydrochloric Acid → 3-(1-Pyridinio)methyl-3-cephem-4-carboxylic acid chloride hydrochloride

HRID 1723605Notes

Reaction equation

HRID 1723605 reaction equation
NC1SC=C(C(=NOC2CC2)C(N[C@@H:11]2[C:28](=[O:29])[N:13]3[C:14]([C:25]([O-])=[O:26])=[C:15]([CH2:18][N+:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH2:16][S:17][C@H:12]23)=O)N=1.[ClH:35]>O>[ClH:35].[N+:19]1([CH2:18][C:15]2[CH2:16][S:17][C@@H:12]3[CH2:11][C:28](=[O:29])[N:13]3[C:14]=2[C:25]([Cl:35])=[O:26])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 1317160597beta-[2-(2-Aminothiazol-4-yl)-2-(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylate

Product 1

HCID 1317160823-(1-Pyridinio)methyl-3-cephem-4-carboxylic acid chloride hydrochloride

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 7β-[2-(2-aminothiazol-4-yl)-2-(cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylate (syn isomer) (750 mg) in water (50 ml) was added concentrated hydrochloric acid (0.265 ml). The solution was lyophilized to give 7β-[2-(2-aminothiazol-4-yl)-2-cyclopropyloxyimino)acetamido]-3-(1-pyridinio)methyl-3-cephem-4-carboxylic acid chloride hydrochloride (syn isomer) (874 mg).

Sources & evidence

ORD record
ord-3b20efe488a44b47a1e89834ccb3bf1a
Source dataset
uspto-grants-1989_08
Patent number
US04861769

Reaction notes

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