Potassium Carbonate → 6-Hydroxy-5-oxo-1-(2-oxo-2-piperidin-1-yl-ethyl)-1,5-dihydro-imidazo[1,2-a]pyrimidine-7-carboxylic acid methyl ester

HRID 1971815Notes

Reaction equation

HRID 1971815 reaction equation
[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]2[N:18]([CH2:19][C:20](=[O:27])[N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:17]=[CH:16][N:8]2[C:9](=[O:15])[C:10]=1[O:11]C(=O)C)=[O:4].C([O-])([O-])=O.[K+].[K+]>CO>[CH3:1][O:2][C:3]([C:5]1[N:6]=[C:7]2[N:18]([CH2:19][C:20](=[O:27])[N:21]3[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]3)[CH:17]=[CH:16][N:8]2[C:9](=[O:15])[C:10]=1[OH:11])=[O:4]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 581269386-Acetoxy-5-oxo-1-(2-oxo-2-piperidin-1-yl-ethyl)-1,5-dihydro-imidazo[1,2-a]pyrimidine-7-carboxylic acid methyl ester

Product 1

HCID 581269886-Hydroxy-5-oxo-1-(2-oxo-2-piperidin-1-yl-ethyl)-1,5-dihydro-imidazo[1,2-a]pyrimidine-7-carboxylic acid methyl ester

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of the product of example 1 (3.6 g, 9.57 mmol) in MeOH (40 ml) was added K2CO3 (2.7 g, 19.5 mol). The mixture was stirred at room temperature for about 1 hour and then filtered. The filtrate was concentrated into dryness to give the titled product (crude yield 100%) as yellow solid, which was used directly in next step.

Workup

  1. filtrationfiltered
  2. concentrationThe filtrate was concentrated into dryness

Sources & evidence

ORD record
ord-53555cc929514be7886ffef730e2f692
Source dataset
uspto-grants-2013_04
Patent number
US08431581B2

Reaction notes

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