Potassium Carbonate → HCID 67183348, compound

HRID 84010Notes

Reaction equation

HRID 84010 reaction equation
C(=O)([O-])[O-].[K+].[K+].[O:7]=[C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10](=[O:17])[N:9]1[CH2:18][CH2:19][C@@H:20]([C@H:24]([O:41]C=O)[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:34]=[N:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=2)=[CH:29][CH:28]=1)[C:21]([OH:23])=[O:22]>CO>[O:17]=[C:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8](=[O:7])[N:9]1[CH2:18][CH2:19][C@@H:20]([C@H:24]([OH:41])[CH2:25][CH2:26][C:27]1[CH:32]=[CH:31][C:30]([C:33]2[CH:34]=[N:35][C:36]([O:39][CH3:40])=[CH:37][CH:38]=2)=[CH:29][CH:28]=1)[C:21]([OH:23])=[O:22]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86700970(2S,3R)-2-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-3-(formyloxy)-5-[4-(6-methoxypyridin-3-yl)phenyl]pentanoic acid

Product 1

HCID 67183348HCID 67183348, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Potassium carbonate (0.165 g) was added to a solution of the compound obtained from step i above (0.4 g) in methanol (6 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 with preparatory TLC using 7% methanol in ethyl acetate as eluent to get the title compound (0.13 gm).

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 with preparatory TLC

Sources & evidence

ORD record
ord-1635b58f62804d5488306dd57ae5b343
Source dataset
uspto-grants-2014_09
Patent number
US08846910B2

Reaction notes

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