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

HRID 874344Notes

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-13f7d5aebfe645309d61e315171e1ab4
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08980888B2

Reaction notes

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