Hydrochloric Acid → 3-Amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarboxylic acid

HRID 915025Notes

Reaction equation

[NH2:1][C:2]1[C:3]([C:24](N)=[O:25])=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)=[C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:7]=1.Cl.[OH-:28].[Na+]>O1CCOCC1>[NH2:1][C:2]1[C:3]([C:24]([OH:25])=[O:28])=[N:4][C:5]([C:14]2[CH:19]=[CH:18][C:17](=[O:20])[N:16]([CH:21]([CH3:23])[CH3:22])[N:15]=2)=[C:6]([C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:7]=1

Participants

Conditions

Temperature: 92.5 °C

Procedure

A suspension of 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarboxamide (1.02 g) in a mixture of conc. HCl (40 ml) and dioxane (10 ml) was heated at 90-95° C. for 20 hours. Under ice-cooling, the reaction mixture was adjusted to pH 4 with 4N aq. NaOH solution to yield a precipitate. The precipitate was collected by filtration and dried at 60° C. under reduced pressure to give 3-amino-6-(1-isopropyl-6-oxo-1,6-dihydro-3-pyridazinyl)-5-phenyl-2-pyrazinecarboxylic acid as a solid (878 mg).

Workup

temperatureUnder ice-cooling
customto yield a precipitate
filtrationThe precipitate was collected by filtration
customdried at 60° C. under reduced pressure

Sources & evidence

ORD record: ord-64ab9dbaf41742f9befe6e6f051b7006
Source dataset: uspto-grants-2007_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07265120B2

Reaction notes

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