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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2218413Generated: October 29, 2026

Sodium hydride → HCID 178427953, compound

https://huagongshe.com/reaction/2218413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantMorpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 77210—
ReactantHCID 178427954HCID 178427954—
SolventDimethylformamideHCID 6228—
ProductHCID 178427953HCID 17842795370.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(6-Chloro-7-methyl-3H-imidazo[4,5-b]pyridin-2-yl)-2-nitrophenol (Example 248) (105 mg, 0.34 mmol), 4-(2-chloroethyl)morpholine hydrochloride (74 mg, 0.40 mmol) and sodium hydride (29 mg, 1.2 mmol) were dissolved in DMF (13 ml). The reaction mixture was stirred at 100° C. overnight and then quenched with water (5 ml) and evaporated. The residue was dissolved in CH3CN (4 ml) and a drop of TFA and purified by HPLC C18. The appropriate fractions were collected and concentrated in vacuo to afford the subtitle compound (100 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07410966B2
Source datasetuspto-grants-2008_08
ORD IDord-bb216632892d4563b23dcaac233fa6bf
Source noteuspto-grants-2008_08