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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79344Generated: October 26, 2026

Dimethylformamide → N-(3-ethyl-1-((1-ethyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/reaction/79344

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl BromideHCID 6332—
ReactantCaesium hydroxide--water (1/1/1)HCID 23679066—
ReactantHCID 178437952HCID 178437952—
ProductN-(3-ethyl-1-((1-ethyl-1H-pyrazol-3-yl)methyl)-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 6726050524.2%

Reaction Steps

To N-(1-((1H-pyrazol-3-yl)methyl)-3-ethyl-1H-indazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide (40 mg, 0.10 mmol; prepared as in Example 39, Step H) in dry DMF (519 μL, 0.10 mmol) was added bromoethane (11 mg, 0.10 mmol), cesium hydroxide hydrate (17 mg, 0.10 mmol) and 4 angstrom molecular sieves. The reaction mixture was stirred for one hour, filtered through an Acrodisk, rinsed with DCM and MeOH, and concentrated under a nitrogen stream to a residue. Preparative thin layer chromatography eluting with 10% MeOH, 0.5% NH4OH in CHCl3 provided the final product (10 mg). MS (ES+APCI) m/z=414 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-451488df66514331ae5b5baec9fced74
Source noteuspto-grants-2014_09