Methyl iodide → HCID 11271869, compound

HRID 1353084Notes

Reaction equation

HRID 1353084 reaction equation
C[O:2][C:3]([C:5]1[S:6][C:7]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)=[CH:8][C:9]=1[NH:10][C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][CH2:21][CH2:22][N:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)=[C:16]([O:28][CH3:29])[CH:15]=1)=[S:12])=O.[C:36](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C>[CH3:29][O:28][C:16]1[CH:15]=[C:14]([N:13]2[C:3](=[O:2])[C:5]3[S:6][C:7]([C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)=[CH:8][C:9]=3[N:10]=[C:11]2[S:12][CH3:36])[CH:19]=[CH:18][C:17]=1[O:20][CH2:21][CH2:22][N:23]1[CH2:24][CH2:25][CH2:26][CH2:27]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 11214411HCID 11214411, compound

Product 1

HCID 11271869HCID 11271869, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

This ester (300 mg, 0.56 mmol) and potassium carbonate (162 mg, 1.17 mmol) were suspended in dry DMF (5 ml) and treated with a solution of methyl iodide (83 mg, 0.59 mmol) in DMF (1 ml). When the addition was complete, the mixture was evaporated. The residue was purified by chromatography on silica gel (eluting with dichloromethane-methanol) giving the title compound in 50% yield;

Workup

  1. additionWhen the addition
  2. customthe mixture was evaporated
  3. customThe residue was purified by chromatography on silica gel (eluting with dichloromethane-methanol)

Sources & evidence

ORD record
ord-b55445fd8de5432b9586c1601ace5fe7
Source dataset
uspto-grants-2007_05
Patent number
US07220777B2

Reaction notes

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