Methyl iodide → HCID 88124908, compound

HRID 1079371Notes

Reaction equation

HRID 1079371 reaction equation
[C:1]([C:5]([C:7]1[N:12]2[C:13](=[O:17])[C@H:14]([O:15][CH3:16])[C@H:11]2[S:10](=[O:19])(=[O:18])[CH:9]([S:20][C:21]2[N:25]([CH3:26])[N:24]=[N:23][N:22]=2)[C:8]=1[CH2:27][S:28][C:29]1[N:33]([CH3:34])[N:32]=[N:31][N:30]=1)=[O:6])([CH3:4])([CH3:3])[CH3:2].[CH2:35](N(CC)CC)C.CI>C(#N)C>[C:1]([C:5]([C:7]1[N:12]2[C:13](=[O:17])[C@H:14]([O:15][CH3:16])[C@H:11]2[S:10](=[O:18])(=[O:19])[C:9]([CH3:35])([S:20][C:21]2[N:25]([CH3:26])[N:24]=[N:23][N:22]=2)[C:8]=1[CH2:27][S:28][C:29]1[N:33]([CH3:34])[N:32]=[N:31][N:30]=1)=[O:6])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8471TriethylamineHCID 44269455HCID 44269455, compound

Product 1

HCID 88124908HCID 88124908, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 4-tert-butylcarbonyl-7α-methoxy-2-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-3-(1-methyl-1,2,3,4-tetrazol -5-yl)thiomethyl-3-cephem 1,1-dioxide (100 mg), prepared as described in PTC EP 90/02189 in acetonitrile (2 ml) was treated at room temperature with triethylamine (0.040 ml) and methyl iodide (0.060 ml). The reaction mixture was stirred for 30 minutes and the organic solvent completely removed in vacuo. The resulting crude residue was eventually taken up in dichloromethane and purified by flash chromatography affording the title compound as a yellowish solid (40 mg).

Workup

  1. customthe organic solvent completely removed in vacuo
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-fcdcc571de284f89be237121ed01b287
Source dataset
uspto-grants-1996_12
Patent number
US05580865

Reaction notes

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