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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 872366Generated: October 31, 2026

Hydrochloric Acid → 1-[4-(5-Methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutanamine

https://huagongshe.com/reaction/872366

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantTert-butyl {1-[4-(5-methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutyl}carbamateHCID 86691044—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
Product1-[4-(5-Methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutanamineHCID 6666566741.9%

Reaction Steps

To a mixture of crude tert-butyl {1-[4-(5-methyl-3-phenylimidazo[1,2-a]pyridin-2-yl)phenyl]cyclobutyl}carbamate (49 mg) in DCM (0.42 mL) and methanol (0.26 mL) was added a solution of 4 M hydrogen chloride in dioxane (0.54 mL) and the mixture was stirred overnight at rt. The mixture was poured onto ice, made alkaline with aqueous sodium hydroxide (2 N) and extracted three times with a mixture of DCM. The combined organic phases were washed with brine, dried and concentrated in vacuo to give 16 mg of the title compound in 42% overall yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975265B2
Source datasetuspto-grants-2015_03
ORD IDord-d055fd3cf7ce4d48853909c1f92fb0a2
Source noteuspto-grants-2015_03