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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1111441Generated: October 29, 2026

Acetonitrile → (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,5-a]pyridin-2-ium-2-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

https://huagongshe.com/reaction/1111441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTriethyl phosphiteHCID 31215—
ReactantImidazo(1,5-a)pyridineHCID 274090—
ReactantDesacetylcefotaximeHCID 9576239—
SolventFormamideHCID 713—
Product(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-(imidazo[1,5-a]pyridin-2-ium-2-ylmethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylateHCID 5487130—

Reaction Conditions

Temperature22.5 °C

Reaction Steps

In 1 ml of formamide were dissolved 413 mg of 7β-[2-(2-aminothiazole-4-yl)-2-(Z)-methoxyiminoacetamido]-3-hydroxymethyl-3-cephem-4 -carboxylic acid and 354 mg of imidazo[1.5-a]pyridine. To the solution were added 1 ml of acetonitrile and 0.86 ml of triethyl phosphite, and the mixture was stirred at 20 to 25° C. for 10 hours. The resultant product was treated by the manner of Example 32 to give 7β-[2-(2-aminothiazol-4-yl)-2-(Z)-methoxyiminoacetamido]-3-(imidazo [1,5-a]pyridinium-2-yl)methyl-3-cephem-4-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04980464
Source datasetuspto-grants-1990_12
ORD IDord-42e61d4f21b443d6a170ba3a102d56ef
Source noteuspto-grants-1990_12