Hydrochloric Acid → HCID 69103219, compound

HRID 2217236Notes

Reaction equation

HRID 2217236 reaction equation
[NH2:1][C:2]1[C:3]([C:25](N)=[O:26])=[N:4][C:5]([C:15]2[CH:20]=[CH:19][C:18](=[O:21])[N:17]([CH:22]([CH3:24])[CH3:23])[CH:16]=2)=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:7]=1.Cl.[O:29]1CCOCC1>[OH-].[Na+]>[NH2:1][C:2]1[C:3]([C:25]([OH:29])=[O:26])=[N:4][C:5]([C:15]2[CH:20]=[CH:19][C:18](=[O:21])[N:17]([CH:22]([CH3:23])[CH3:24])[CH:16]=2)=[C:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 69102852HCID 69102852, compound

Product 1

HCID 69103219HCID 69103219, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Conditions

Temperature
90 °C

Procedure

3-Amino-5-(4-fluorophenyl)-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarboxamide (30 g) was suspended in dioxane (60 ml) and 2N aq. NaOH (600 ml). The mixture was heated at 90° C. with stirring for 4 hours. The above reaction mixture was cooled to 25-30° C. The pH of the suspension was adjusted to 2.5 with 35% HCl (105 ml). The precipitate was collected by filtration and washed with water and dried in vacuo at 50° C. for 15 hours to give 3-amino-5-(4-fluorophenyl)-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridyl)-2-pyrazinecarboxylic acid as yellow powder. (29.6 g)

Workup

  1. customThe above reaction mixture
  2. temperaturewas cooled to 25-30° C
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water
  5. customdried in vacuo at 50° C. for 15 hours

Sources & evidence

ORD record
ord-895b999114c6473cbf2c82c6674d75c5
Source dataset
uspto-grants-2008_08
Patent number
US07407961B2

Reaction notes

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