Potassium Carbonate → HCID 74044746, compound

HRID 2120398Notes

Reaction equation

HRID 2120398 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH2:8][CH:9]([CH:23]([O:37]C(=O)C)[CH2:24][CH:25]([C:32]2[NH:33][CH:34]=[CH:35][N:36]=2)[CH2:26][CH2:27][C:28]([OH:31])([CH3:30])[CH3:29])[NH:10][C:11]([C:13]2[CH:22]=[N:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[N:14]=2)=[O:12])[CH:5]=[CH:6][CH:7]=1.C(=O)([O-])[O-].[K+].[K+]>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:6][CH:7]=1)[CH2:8][CH:9]([NH:10][C:11]([C:13]1[CH:22]=[N:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[N:14]=1)=[O:12])[CH:23]([OH:37])[CH2:24][CH:25]([C:32]1[NH:33][CH:34]=[CH:35][N:36]=1)[CH2:26][CH2:27][C:28]([OH:31])([CH3:30])[CH3:29]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 69689005HCID 69689005, compound

Product 1

HCID 74044746HCID 74044746, compoundYield 109.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of acetic acid 1-{2-(3-fluoro-phenyl)-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-6-hydroxy-3-(1H-imidazol-2-yl)-6-methyl-heptyl ester (32 mg, 0.058 mmol) in methanol (1 mL) was added potassium carbonate (100 mg, 0.724 mmol). The resulting solution was stirred for 2 hours then concentrated. The crude product was dissolved in a mixture of methylene chloride and water. The organic layer was dried over sodium sulfate, filtered and concentrated. Chromatography on silica gel gave the title compound (32 mg, >100%).

Workup

  1. concentrationthen concentrated
  2. dissolutionThe crude product was dissolved in a mixture of methylene chloride and water
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-8323178d41f04a4493df1620708db35b
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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