Hydrochloric Acid → HCID 178511443, compound

HRID 255798Notes

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 178453833HCID 178453833, compound

Product 1

HCID 178511443HCID 178511443, compoundYield 41.5%

Procedure

7-[2-(2-formamidothiazol-4-yl)-2-(2-tert-butoxycarbonylaminoethoxyimino)acetamido]-3-(1H-1,2,3-triazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 2.1 g.) was treated with conc. hydrochloric acid (1.3 g.) in a similar manner to that of Example 21-(2) to give 7-[2-(2-aminothiazol-4-yl)-2-(aminoethoxyimino)acetamido]-3-(1H-1,2,3-triazol-5-yl)thiomethyl-3-cephem-4-carboxylic acid (syn isomer, 0.7 g.).

Sources & evidence

ORD record: ord-7820b1771a44445ab19c0a601d0a3193
Source dataset: uspto-grants-1987_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04698337

Reaction notes

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