Pyridine → HCID 15573419, compound

HRID 2106933Notes

Reaction equation

HRID 2106933 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][CH:10]1[C:27](=[O:28])[N:12]2[CH:13]([C:19]([O:21][CH2:22][C:23]([Cl:26])([Cl:25])[Cl:24])=[O:20])[C:14]([CH3:18])([CH2:16]Br)[S:15][C@H:11]12)=[O:8].N1C=CC=CC=1>C1C=CC=CC=1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][C:7]([NH:9][CH:10]1[C:27](=[O:28])[N:12]2[C:13]([C:19]([O:21][CH2:22][C:23]([Cl:24])([Cl:25])[Cl:26])=[O:20])=[C:14]([CH3:16])[CH2:18][S:15][C@H:11]12)=[O:8]

Participants

4

Reactant 2

HCID 1049PyridineHCID 70361200HCID 70361200, compound

Product 1

HCID 15573419HCID 15573419, compoundYield 56.5%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2,2,2-trichloroethyl 6-[2-(thiophene-2-yl)acetamido]-2-methyl-2-bromomethylpenam-3-carboxylate (0.85 g.) was dissolved in benzene (12 cc), and thereto was added pyridine (0.24 g.). The mixture was refluxed for 2 hours, washed with water, dried and concentrated. Ether was added to the residue and the precipitate was collected by filtration to yield crystals (0.41 g.) of 2,2,2-trichloroethyl 7-[2-(thiophene-2-yl)-acetamido]-3-methyl-3-cephem-4-carboxylate, m.p. 151°-152° C.

Workup

  1. temperatureThe mixture was refluxed for 2 hours
  2. washwashed with water
  3. customdried
  4. concentrationconcentrated
  5. additionEther was added to the residue
  6. filtrationthe precipitate was collected by filtration

Sources & evidence

ORD record
ord-89a6f9334e9340b89b92d5080d1c6683
Source dataset
uspto-grants-1990_06
Patent number
US04931555

Reaction notes

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