Water → HCID 22148996, compound

HRID 1451521Notes

Reaction equation

HRID 1451521 reaction equation
[Br:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[C:8]2[CH3:23])=[CH:4][CH:3]=1.IC.[C:28](=O)([O-])[O-].[K+].[K+].O>CN(C=O)C>[Br:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH2:18][CH2:19][C:20]([O:22][CH3:28])=[O:21])=[C:8]2[CH3:23])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 22148991HCID 22148991, compound

Product 1

HCID 22148996HCID 22148996, compoundYield 102.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a 0° C. solution of the acid from Example 1, Step 2 (900 mg, 2.24 mmol) in 10 mL of DMF was added iodomethane (0.18 mL, 2.89 mmol) followed by potassium carbonate (326 mg, 2.36 mmol). The mixture was warmed to room temperature, stirred 3 h, then poured into water and extracted with ether. The organic extracts were washed with water and brine, dried over Na2SO4 and evaporated to give 953 mg of the title compound.

Workup

  1. extractionextracted with ether
  2. washThe organic extracts were washed with water and brine
  3. dry with materialdried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-6dcaf3e54efa46889019ea7c3b0ca996
Source dataset
uspto-grants-1997_02
Patent number
US05604253

Reaction notes

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