Hydrochloric Acid → HCID 178502764, compound

HRID 256435Notes

Reaction equation

C([NH:3][C:4]1[S:5][C:6]([Br:36])=[C:7]([C:9](=[N:33][O:34][CH3:35])[C:10]([NH:12][CH:13]2[C:31](=[O:32])[N:15]3[C:16]([C:28]([OH:30])=[O:29])=[C:17]([CH:20]([S:22][C:23]4[NH:27][N:26]=[N:25][N:24]=4)[CH3:21])[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1)=O.[ClH:37]>>[ClH:37].[NH2:3][C:4]1[S:5][C:6]([Br:36])=[C:7]([C:9](=[N:33][O:34][CH3:35])[C:10]([NH:12][CH:13]2[C:31](=[O:32])[N:15]3[C:16]([C:28]([OH:30])=[O:29])=[C:17]([CH:20]([S:22][C:23]4[NH:27][N:26]=[N:25][N:24]=4)[CH3:21])[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 1785027637-[2-(2-formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid

Product 1

HCID 178502764HCID 178502764, compound

Procedure

7-[2-(2-Formamido-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid (syn isomer, 700 mg.) was treated with conc. hydrochloric acid (1 ml.) in a similar manner to that of Example 1-(2) to give 7-[2-(2-amino-5-bromothiazol-4-yl)-2-methoxyiminoacetamido]-3-(1-methyl-1H-tetrazol-5-ylthiomethyl)-3-cephem-4-carboxylic acid hydrochloride (syn isomer, 660 mg.).

Sources & evidence

ORD record: ord-a08806332f4641c9999664deeeb40b22
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04703046

Reaction notes

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