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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420529Generated: October 30, 2026

Hydrochloric Acid → HCID 57906534, compound

https://huagongshe.com/reaction/420529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant8-Amino-6-(2,4-dichloro-phenyl)-3-morpholin-4-yl-imidazo[1,2-a]pyridine-7-carbonitrileHCID 66659248—
Catalyst1,4-DioxaneHCID 31275—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57906534HCID 5790653427%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 8-amino-6-(2,4-dichloro-phenyl)-3-morpholin-4-yl-imidazo[1,2-a]pyridine-7-carbonitrile (112 mg, 0.29 mmol) in THF (4 mL) was added a BH3.THF complex (1.0 M solution in THF, 1.2 mL, 1.2 mmol) followed by a 4M HCl solution in dioxane (2 drops). The reaction mixture was stirred and refluxed for 3 h, then cooled to 0° C. (ice bath) and poured into MeOH. The mixture was concentrated under vacuum, the remaining residue was dissolved in a 2M HCl solution in water, and the mixture was washed with Et2O (2×). The aqueous layer was frozen and lyophilized. The remaining residue was purified by recrystallization in a mixture of MeOH/AcOEt to yield the title compound (2HCl salt, 36 mg, 0.077 mmol, 27%). MS: 392 [M+1]+; HPLC: AtRet=1.13.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08097617B2
Source datasetuspto-grants-2012_01
ORD IDord-fc92ef32675345cd9363ca364097e500
Source noteuspto-grants-2012_01