Hydrochloric Acid → 2-Bromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-7-carboxylic acid

HRID 874406Notes

Reaction equation

[OH-].[Na+].[Br:3][C:4]1[N:5]=[C:6]2[CH2:11][CH:10]([C:12]([O:14]C)=[O:13])[CH2:9][CH2:8][N:7]2[CH:16]=1.Cl>CO>[Br:3][C:4]1[N:5]=[C:6]2[CH2:11][CH:10]([C:12]([OH:14])=[O:13])[CH2:9][CH2:8][N:7]2[CH:16]=1

Participants

Conditions

Temperature: 40 °C

Procedure

A 1 N sodium hydroxide aqueous solution (23 ml) was added to a methanol (23 ml) solution of the methyl 2-bromo-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-7-carboxylate (6.3 g) obtained in (Example 2.7) <Step 2>, and the obtained mixture was then stirred at 40° C. for 1 hour. Thereafter, 1 N hydrochloric acid (23 ml) was added to the reaction solution, and the generated solid was then collected by filtration, followed by washing with water (20 ml). The obtained solid was subjected to azeotropy with toluene, and was then dried under reduced pressure, so as to obtain the title compound (3.5 g) in the form of a beige solid.

Workup

customobtained in (Example 2.7) <Step 2>
filtrationthe generated solid was then collected by filtration
washby washing with water (20 ml)
customwas then dried under reduced pressure

Sources & evidence

ORD record: ord-8246a8f4cf6a485e8b9f69e0de30bf13
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08980889B2

Reaction notes

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