2,4,5-Trichloropyrimidine → HCID 58255162, compound

HRID 536331Notes

Reaction equation

HRID 536331 reaction equation
[NH2:1][C:2]1[C:3](=[O:8])[NH:4][CH:5]=[CH:6][CH:7]=1.[Cl:9][C:10]1[N:15]=[C:14](Cl)[C:13]([Cl:17])=[CH:12][N:11]=1.C([O-])(O)=O.[Na+]>CO.O>[Cl:9][C:10]1[N:15]=[C:14]([NH:1][C:2]2[C:3](=[O:8])[NH:4][CH:5]=[CH:6][CH:7]=2)[C:13]([Cl:17])=[CH:12][N:11]=1

Participants

6

Reactant 3

HCID 2372592,4,5-TrichloropyrimidineHCID 3223533-Amino-2-pyridinolHCID 516892Sodium Bicarbonate

Product 1

HCID 58255162HCID 58255162, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A mixture of 3-aminopyridin-2(1H)-one (99 mg, 0.90 mmol), 2,4,5-trichloropyrimidine (165 mg, 0.90 mmol, 1 equiv.) and NaHCO3 (76 mg, 0.90 mmol, 1 equiv.) in a mixture of MeOH (6 mL) and H2O (3 mL) was stirred at room temperature for 24 h. The resulting precipitate was collected by vacuum filtration and washed with small amounts of MeOH and water, providing the product 3-(2,5-dichloropyrimidin-4-ylamino)pyridin-2(1H)-one; ESMS m/z 257.0 (M+H+).

Workup

  1. filtrationThe resulting precipitate was collected by vacuum filtration
  2. washwashed with small amounts of MeOH and water

Sources & evidence

ORD record
ord-fa9713ee05d544e2a4f1809f20360022
Source dataset
uspto-grants-2014_10
Patent number
US08859574B2

Reaction notes

Loading…