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

HRID 60124Notes

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-3b9c5aa635e14f55b2417667bc413cb8
Source dataset: uspto-grants-2016_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09440970B2

Reaction notes

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