HCID 70526346, compound → HCID 12834122, compound

HRID 1764017Notes

Reaction equation

HRID 1764017 reaction equation
[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:30])[CH:12]([NH:13][C:14](=[O:29])[CH:15]([C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)[NH:16]C(OC(C)(C)C)=O)[C@H:4]2[S:3]1>C(O)=O>[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:30])[CH:12]([NH:13][C:14](=[O:29])[CH:15]([C:24]3[S:25][CH:26]=[CH:27][CH:28]=3)[NH2:16])[C@H:4]2[S:3]1

Participants

3

Reactant 1

HCID 70526346HCID 70526346, compound

Product 1

HCID 12834122HCID 12834122, compoundYield 82.3%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 2-methyl-7-[N-(tert.-butoxycarbonyl)-2-(2-thienyl)glycyl]amino-3-cephem-4-carboxylic acid (2.34 g) in formic acid (10 ml) was stirred for 4 hours at room temperature. After the reaction was completed, the solvent was distilled off under reduced pressure from the reaction mixture, and the residue was pulverized by treating with ethyl acetate. The powder (1.79 g) was dissolved in water (40 ml) and the solution was stirred for 30 minutes, and then filtered. The filtrate was lyophilized to give 2-methyl-7-[2-(2-thienyl)glycyl]amino-3-cephem-4-carboxylic acid (1.5 g), mp 145° to 149° C.

Workup

  1. distillationthe solvent was distilled off under reduced pressure from the reaction mixture
  2. additionby treating with ethyl acetate
  3. dissolutionThe powder (1.79 g) was dissolved in water (40 ml)
  4. filtrationfiltered

Sources & evidence

ORD record
ord-0bc98af9719f488bbedc290410450941
Source dataset
uspto-grants-1978_09
Patent number
US04113940

Reaction notes

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