Triethylamine → HCID 10319934, compound

HRID 1461716Notes

Reaction equation

HRID 1461716 reaction equation
Br[CH2:2][C:3]1[CH2:4][S:5](=[O:20])(=[O:19])[C@@H:6]2[C@@H:16]([Cl:17])[C:15](=[O:18])[N:7]2[C:8]=1[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])=[O:10].C(N(CC)CC)C.[SH:28][C:29]1[N:33]([CH3:34])[N:32]=[N:31][N:30]=1>C(#N)C>[C:11]([C:9]([C:8]1[N:7]2[C:15](=[O:18])[C@H:16]([Cl:17])[C@H:6]2[S:5](=[O:20])(=[O:19])[CH2:4][C:3]=1[CH2:2][S:28][C:29]1[N:33]([CH3:34])[N:32]=[N:31][N:30]=1)=[O:10])([CH3:14])([CH3:13])[CH3:12]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67923777HCID 67923777, compoundHCID 178482017HCID 178482017, compound

Product 1

HCID 10319934HCID 10319934, compoundYield 49.3%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 3-bromomethyl-4-tert-butylcarbonyl-7α-chloro-3-cephem 1,1-dioxide (65 mg), prepared as in Example 6, in dry acetonitrile (5 ml) was treated with triethylamine (0.025 ml) and 5-mercapto-1-methyl-1,2,3,4-tetrazole (26 mg). An immediate reaction took place (TLC monitoring). The solvent was removed in vacuo and the residue purified by flash-chromatography, thereby obtaining the title product as a white powder (35 mg)

Workup

  1. customAn immediate reaction
  2. customThe solvent was removed in vacuo
  3. customthe residue purified by flash-chromatography

Sources & evidence

ORD record
ord-e168ec04aabf4979874eb928213efc54
Source dataset
uspto-grants-1991_12
Patent number
US05077286

Reaction notes

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