Hydrochloric Acid → Lithium 7-(2-(4-isopropylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylate

HRID 79391

Reaction equation

[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][N:16]3[C:19]([C:22]([O:24]CC)=[O:23])=[CH:20][N:21]=[C:15]3[CH:14]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].O.[OH-].[Li+:29].Cl>O>[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][N:16]3[C:19]([C:22]([O-:24])=[O:23])=[CH:20][N:21]=[C:15]3[CH:14]=2)[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[Li+:29]

Participants

Conditions

Temperature: 95 °C

Procedure

To ethyl 7-(2-(4-isopropylpiperazin-1-yl)ethoxy)imidazo[1,2-a]pyridine-3-carboxylate (5.68 g, 15.8 mmol) in H2O (30 mL) was added lithium hydroxide hydrate (0.67 g, 16.0 mmol). The reaction mixture was heated to 95° C. for 4 hours. The mixture was cooled to ambient temperature and hydrogen chloride (0.0394 mL, 4M in dioxane) was added. The mixture was stirred for 10 minutes. The H2O was removed under reduced pressure and the residue placed under high vacuum for 16 hours to give the product (5.43 g).

Workup

temperatureThe mixture was cooled to ambient temperature
customThe H2O was removed under reduced pressure
waitthe residue placed under high vacuum for 16 hours

Sources & evidence

ORD record: ord-dbb59f431023474cb17ee657448e9426
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08841455B2

Linked notes

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