Sodium Bicarbonate → HCID 71252560, compound

HRID 2411973Notes

Reaction equation

HRID 2411973 reaction equation
C(OC([N:8]1[CH2:12][C:11](=[O:13])[N:10]([C:14]2[CH:19]=[CH:18][C:17]([C:20]([N:22]3[CH2:27][CH2:26][N:25]([C:28]4[C:33]([CH3:34])=[CH:32][C:31]([CH3:35])=[CH:30][N:29]=4)[CH2:24][CH2:23]3)=[O:21])=[CH:16][CH:15]=2)[CH2:9]1)=O)(C)(C)C.Cl.CO.C(=O)([O-])O.[Na+]>CO>[CH3:34][C:33]1[C:28]([N:25]2[CH2:24][CH2:23][N:22]([C:20]([C:17]3[CH:16]=[CH:15][C:14]([N:10]4[C:11](=[O:13])[CH2:12][NH:8][CH2:9]4)=[CH:19][CH:18]=3)=[O:21])[CH2:27][CH2:26]2)=[N:29][CH:30]=[C:31]([CH3:35])[CH:32]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 21893726Hydrochloride methanolHCID 71251980HCID 71251980, compound

Product 1

HCID 71252560HCID 71252560, compoundYield 20.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 3-{4-[4-(3,5-dimethylpyridin-2-yl)piperazine-1-carbonyl]phenyl}-4-oxoimidazolidine-1-carboxylic acid tert-butyl ester (200 mg) described in Example 634 were added methanol (3 mL) and 2N hydrogen chloride/methanol (1.05 mL), and the mixture was stirred at room temperature for 8 hr. To the reaction mixture was added aqueous sodium hydrogen carbonate solution, and the mixture was extracted with chloroform. The solvent was evaporated, and the residue was purified by column chromatography (ethyl acetate:methanol) to give the title compound (33 mg).

Workup

  1. extractionthe mixture was extracted with chloroform
  2. customThe solvent was evaporated
  3. customthe residue was purified by column chromatography (ethyl acetate:methanol)

Sources & evidence

ORD record
ord-de892dfd76ee43c5b027bf48a7a72786
Source dataset
uspto-grants-2014_08
Patent number
US08816079B2

Reaction notes

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