Potassium Carbonate → HCID 15239965, compound

HRID 1653631Notes

Reaction equation

HRID 1653631 reaction equation
[OH:1][C:2]1[C:3]([C:13]([O:15][CH3:16])=[O:14])=[N:4][C:5]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:6][CH:7]=1.[CH3:17][O:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[N:22]=[C:21](S(C)(=O)=O)[N:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:17][O:18][C:19]1[CH:24]=[C:23]([O:25][CH3:26])[N:22]=[C:21]([O:1][C:2]2[C:3]([C:13]([O:15][CH3:16])=[O:14])=[N:4][C:5]([N:8]3[CH2:12][CH2:11][CH2:10][CH2:9]3)=[CH:6][CH:7]=2)[N:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 8383634,6-Dimethoxy-2-(methylsulfonyl)pyrimidineHCID 15239964HCID 15239964, compound

Product 1

HCID 15239965HCID 15239965, compoundYield 84%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.55 g (7 mmol) of methyl 3-hydroxy-6-(1-pyrrolidinyl)picolinate, 1.83 g (8.4 mmol) of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.96 g (7 mmol) of potassium carbonate were added to 50 ml of DMF and reacted at 100° C. for 3 hours. After completion of the reaction, the reaction product was poured into ice water, extracted with ethyl acetate, washed with a saturated sodium chloride aqueous solution and dried over magnesium sulfate. The solvent was distilled off, and the residue was crystallized from diisopropyl ether to obtain the desired product.

Workup

  1. customreacted at 100° C. for 3 hours
  2. customAfter completion of the reaction
  3. extractionextracted with ethyl acetate
  4. washwashed with a saturated sodium chloride aqueous solution
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was distilled off
  7. customthe residue was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-9197c1bede954592b11e659cc6ceda00
Source dataset
uspto-grants-1995_04
Patent number
US05403816

Reaction notes

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