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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79369Generated: October 29, 2026

Formaldehyde → N-(3-ethyl-1-((6-(2-(4-methylpiperazin-1-yl)ethoxy)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/reaction/79369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantN-(3-ethyl-1-((6-(2-(piperazin-1-yl)ethoxy)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 70814921—
SolventMethanolHCID 887—
ProductN-(3-ethyl-1-((6-(2-(4-methylpiperazin-1-yl)ethoxy)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 6725395978.2%

Reaction Steps

To N-(3-ethyl-1-((6-(2-(piperazin-1-yl)ethoxy)pyridin-2-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (5 mg, 0.0095 mmol; prepared as in Example 43) in MeOH (2 mL) was added NaBH(OAc)3 (6.1 mg, 0.029 mmol) and HCHO (as a 35% aqueous solution) (19 mg, 0.19 mmol). The reaction mixture was stirred for 30 minutes, concentrated under reduced pressure and the residue was purified by silica gel chromatography (DCM/MeOH/NH4OH 10:1:0.1) to provide the final product (4 mg). MS (ES+APCI) m/z=539 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-074a598067644f12b07f81fe65e0f94b
Source noteuspto-grants-2014_09