Hydrochloric Acid → HCID 53260439, compound

HRID 2191611Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH3:25])[C:9]2[C:10]3[N:11]([C:15]([NH:18]C(=O)OC(C)C)=[N:16][N:17]=3)[CH:12]=[CH:13][N:14]=2)=[CH:4][CH:3]=1.[OH-].[K+].Cl>O1CCOCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH3:25])[C:9]2[C:10]3[N:11]([C:15]([NH2:18])=[N:16][N:17]=3)[CH:12]=[CH:13][N:14]=2)=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 125 °C

Procedure

The crude isopropyl (8-((4-fluorophenyl)(methyl)amino)-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)carbamate was treated with 5N KOH aq (1 mL) and dioxane (2 mL). The mixture was heated to 125° C. for 48 hours then treated with 5N HCl (1 mL). The solvent was removed under reduced pressure to afford N8-(4-fluorophenyl)-N8-methyl-[1,2,4]triazolo[4,3-a]pyrazine-3,8-diamine which could be purified by reverse phase column chromatography. LCMS: 245 [M+H+].

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-77c447ee559140efbe841f9106a536e1
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08329705B2

Reaction notes

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