Potassium Carbonate → HCID 25009963, compound

HRID 2410441Notes

Reaction equation

HRID 2410441 reaction equation
C(=O)([O-])[O-].[K+].[K+].[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][C@@H:22]([O:40]C=O)[C@@H:23]([CH2:27][CH2:28][N:29]3[C:37](=[O:38])[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:30]3=[O:39])[C:24]([OH:26])=[O:25])=[CH:16][CH:15]=2)=[CH:10][CH:9]=1>CO>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][C@@H:22]([OH:40])[C@@H:23]([CH2:27][CH2:28][N:29]3[C:30](=[O:39])[C:31]4[C:36](=[CH:35][CH:34]=[CH:33][CH:32]=4)[C:37]3=[O:38])[C:24]([OH:26])=[O:25])=[CH:18][CH:19]=2)=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86700978(2R,3R)-5-(4'-chlorobiphenyl-4-yl)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3-(formyloxy)pentanoic acid

Product 1

HCID 25009963HCID 25009963, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (0.007 g) was added to a solution of the compound obtained from step m above (0.025 g) in methanol (1 mL) at 0° C. The reaction mixture was stirred at room temperature for 3 hours. The solvents were evaporated and the residue was taken into water and ethyl acetate. The organic layer was washed with water and brine solution, and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to obtain a residue which was purified by column chromatography over silica gel using 10% methanol in dichloromethane as eluant to afford the title compound (0.014 g).

Workup

  1. customThe solvents were evaporated
  2. washThe organic layer was washed with water and brine solution
  3. dry with materialdried over anhydrous sodium sulphate
  4. customThe solvent was evaporated under reduced pressure
  5. customto obtain a residue which
  6. customwas purified by column chromatography over silica gel using 10% methanol in dichloromethane as eluant

Sources & evidence

ORD record
ord-536b9ab9ade0456483c8846405f2484d
Source dataset
uspto-grants-2014_08
Patent number
US08816073B2

Reaction notes

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