HCID 131712996, compound → HCID 12834098, compound

HRID 851598Notes

Reaction equation

HRID 851598 reaction equation
[CH3:1][CH:2]1[CH:7]=[C:6]([C:8]([OH:10])=[O:9])[N:5]2[C:11](=[O:32])[CH:12]([NH:13][C:14](=[O:31])[CH:15]([C:23]3[C:24](=C=O)[O:25][CH2:26][CH2:27][CH:28]=3)[NH:16]OC(C3CC3)C)[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:32])[CH:12]([NH:13][C:14](=[O:31])[CH:15]([C:23]3[CH2:24][O:25][CH2:26][CH2:27][CH:28]=3)[NH2:16])[C@H:4]2[S:3]1

Participants

3

Reactant 1

HCID 131712996HCID 131712996, compound

Product 1

HCID 12834098HCID 12834098, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A mixture of 2-methyl-7-[N-(Cl-cyclopropylethoxy)-carbonyl-2-(5,6-dihydro-2H-pyran-3-yl)glycyl]amino-3-cephem-4-carboxylic acid (3.0 g) and formic acid (20 ml) was stirred for 3 hours at room temperature. After the reaction was completed, formic acid was removed from the reaction mixture under reduced pressure at room temperature. The residue was pulverized with acetonitrile and the powder was collected by filtration. The powder was in turn washed with acetonitrile and water, and dried to give 2-methyl-7-[2-(5,6-dihydro-2H-pyran-3-yl)glycyl]amino-3-cephem-4-carboxylic acid (2.20 g), mp 125° to 128° C. (dec.).

Workup

  1. customformic acid was removed from the reaction mixture under reduced pressure at room temperature
  2. filtrationthe powder was collected by filtration
  3. washwashed with acetonitrile and water
  4. customdried

Sources & evidence

ORD record
ord-b1dd136315bf49389034a2424db96dc3
Source dataset
uspto-grants-1983_05
Patent number
US04385176

Reaction notes

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