Hydrochloric Acid → HCID 136375764, compound

HRID 869236Notes

Reaction equation

HRID 869236 reaction equation
C[O:2][C:3]1[C:8]([C:9]([NH2:11])=[O:10])=[C:7]([NH:12][C:13]2[CH:14]=[N:15][C:16]([O:19][CH3:20])=[CH:17][CH:18]=2)[N:6]=[C:5]([S:21][CH3:22])[N:4]=1.Cl.[OH-].[Na+]>O>[CH3:20][O:19][C:16]1[N:15]=[CH:14][C:13]([NH:12][C:7]2[N:6]=[C:5]([S:21][CH3:22])[NH:4][C:3](=[O:2])[C:8]=2[C:9]([NH2:11])=[O:10])=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 66643214HCID 66643214, compound

Product 1

HCID 136375764HCID 136375764, compoundYield 101.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

To a mixture of 4-methoxy-6-[(6-methoxy-pyridin-3-yl)amino]-2-(methylsulfanyl)pyrimidine-5-carboxamide (Preparation Example 337) (0.35 g) and water (2.2 mL), concentrated hydrochloric acid (2.2 mL) was added and stirred at 80° C. for 1.5 hours. After the reaction liquid was cooled, 1M aqueous sodium hydroxide was added so that the reaction liquid became almost neutral, and then the resulting solid was collected by filtration to give 4-[(6-methoxy-pyridin-3-yl)amino]-2-(methylsulfanyl)-6-oxo-1,6-dihydropyrimidine-5-carboxamide (0.34 g).

Workup

  1. additionwas added
  2. customAfter the reaction liquid
  3. temperaturewas cooled
  4. filtrationthe resulting solid was collected by filtration

Sources & evidence

ORD record
ord-43016c588c6e4872b69b6134ff734cf8
Source dataset
uspto-grants-2015_03
Patent number
US08969336B2

Reaction notes

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