Potassium Hydroxide → HCID 11289277, compound

HRID 2233043Notes

Reaction equation

C(OC([N:6]1[CH2:11][CH2:10][CH:9]([NH:12][C:13]2[C:14]3[N:15]([C:23](=[O:26])[NH:24][N:25]=3)[CH:16]=[C:17]([C:19]([CH3:22])([CH3:21])[CH3:20])[N:18]=2)[CH2:8][CH2:7]1)=O)C.[OH-].[K+]>O1CCOCC1>[C:19]([C:17]1[N:18]=[C:13]([NH:12][CH:9]2[CH2:8][CH2:7][NH:6][CH2:11][CH2:10]2)[C:14]2[N:15]([C:23](=[O:26])[NH:24][N:25]=2)[CH:16]=1)([CH3:22])([CH3:20])[CH3:21]

Participants

Conditions

Temperature: 80 °C

Procedure

A solution of 45 mg of 4-(6-tert-butyl-3-oxo-2,3-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-8-ylamino)-piperidine-1-carboxylic acid ethyl ester in dioxane (10 mL) was treated with 6N KOH (1.0 mL) and the mixture was heated to reflux. After eight h, the reaction mixture was concentrated and the residue was dissolved in 48% HBr and heated at 80° C. After 14 h, the reaction mixture was concentrated to afford the title compound as a tan solid. MS (M+H+)=290.3.

Workup

temperaturethe mixture was heated to reflux
concentrationAfter eight h, the reaction mixture was concentrated
dissolutionthe residue was dissolved in 48% HBr
concentrationthe reaction mixture was concentrated

Sources & evidence

ORD record: ord-d48a6923bd9d4269bc173ea6eb1655f7
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07709473B2

Reaction notes

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