Dimethyl Sulfate → HCID 21098176, compound

HRID 2114757Notes

Reaction equation

HRID 2114757 reaction equation
S(OC)(O[CH3:5])(=O)=O.[CH3:8][C:9]([CH3:25])([CH3:24])[C:10]([O:12][C:13]1[C:14]([C:20]([O:22][CH3:23])=[O:21])=[N:15][CH:16]=[N:17][C:18]=1[OH:19])=[O:11].C(=O)([O-])[O-].[Cs+].[Cs+]>C1COCC1>[CH3:8][C:9]([CH3:25])([CH3:24])[C:10]([O:12][C:13]1[C:18](=[O:19])[N:17]([CH3:5])[CH:16]=[N:15][C:14]=1[C:20]([O:22][CH3:23])=[O:21])=[O:11]

Participants

5

Reactant 3

HCID 6497Dimethyl SulfateHCID 10796Cesium carbonateHCID 178499121HCID 178499121, compound

Product 1

HCID 21098176HCID 21098176, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dimethyl sulfate (1.5 eq.) was added to a solution of the product of Step 3 (1 eq.) in THF containing cesium carbonate (1.5 eq.). The reaction was carried out at 50° C. for thirty minutes. The solvent was evaporated and the resulting oil was dissolved in ethyl acetate, washed with 1N HCl solution. The crude title compound was recovered as yellow solid and used in the next step without purification.

Workup

  1. waitThe reaction was carried out at 50° C. for thirty minutes
  2. customThe solvent was evaporated
  3. dissolutionthe resulting oil was dissolved in ethyl acetate
  4. washwashed with 1N HCl solution
  5. customThe crude title compound was recovered as yellow solid
  6. customused in the next step without purification

Sources & evidence

ORD record
ord-a29f2db0e4c74d4c982c76921aac964e
Source dataset
uspto-grants-2008_10
Patent number
US07435734B2

Reaction notes

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