HCID 12833994, compound → HCID 12834125, compound

HRID 1764016Notes

Reaction equation

HRID 1764016 reaction equation
[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:31])[CH:12]([NH:13][C:14](=[O:30])[CH2:15][CH:16]([NH:22]C(OC(C)(C)C)=O)[C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[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:31])[CH:12]([NH:13][C:14](=[O:30])[CH2:15][CH:16]([NH2:22])[C:17]3[S:18][CH:19]=[CH:20][CH:21]=3)[C@H:4]2[S:3]1

Participants

3

Reactant 1

HCID 12833994HCID 12833994, compound

Product 1

HCID 12834125HCID 12834125, compoundYield 73.9%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A solution of 2-methyl-7-[3-(tert.-butoxycarbonylamino)-3-(2-thienyl)propionamido]-3-cephem-4-carboxylic acid (310 mg) in formic acid (1.5 ml) was stirred for 4 hours at room temperature. After the reaction was completed, the solvent was distilled off from the reaction mixture, and the residue was pulverized by treating with ethyl acetate. Thus obtained yellow powder was suspended in a mixture of acetonitrile (10 ml) and water (3 ml), and the suspension was stirred for 1 hour. The precipitate was collected by filtration, and dried to give 2-methyl-7-[3-amino-3-(2-thienyl)propionamido]-3-cephem-4-carboxylic acid (180 mg), mp 218° to 221° C. (dec.).

Workup

  1. distillationthe solvent was distilled off from the reaction mixture
  2. additionby treating with ethyl acetate
  3. additionThus obtained yellow powder was suspended in a mixture of acetonitrile (10 ml) and water (3 ml)
  4. filtrationThe precipitate was collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-fbeb2fdea6f949b9908c8cfcdce1b55e
Source dataset
uspto-grants-1978_09
Patent number
US04113940

Reaction notes

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