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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1046506Generated: November 2, 2026

N,N-Dimethylglycine → HCID 66825545, compound

https://huagongshe.com/reaction/1046506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylglycineHCID 673—
ReactantPhenolHCID 996—
ReactantCesium carbonateHCID 10796—
ReactantHCID 68069663HCID 68069663—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 66825545HCID 66825545—

Reaction Conditions

Temperature120 °C

Reaction Steps

To a pressure tube was added 3-iodo-1-(4-methoxybenzyl)-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]pyridin-4-amine (0.60 g, 1.3 mmol), phenol (0.36 g, 3.9 mmol), Cu(I) iodide (25 mg, 0.13 mmol), caesium carbonate (1.3 g, 0.39 mol), N,N-dimethylglycine (33 mg, 0.32 mmol) and 1,4-dioxane (3.0 mL). The tube was flushed with nitrogen, sealed, and stirred at 120° C. for 24 hours. The reaction mixture was cooled, filtered and concentrated under reduced pressure. The residue was re-dissolved in ethyl acetate, filtered through a pad of silica gel, and concentrated to give crude 1-(4-methoxybenzyl)-3-phenoxy-N-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[4,3-c]pyridin-4-amine which was used directly in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569281B2
Source datasetuspto-grants-2013_10
ORD IDord-e9db4515d34b49e8a1b7c21fcf3f1740
Source noteuspto-grants-2013_10