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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 606028Generated: October 30, 2026

4-Methylmorpholine → HCID 86636865, compound

https://huagongshe.com/reaction/606028

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethylmorpholineHCID 7972—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
ReactantHCID 66733147HCID 66733147—
ReactantHCID 178418300HCID 178418300—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 86636865HCID 86636865—

Reaction Steps

4-cyclopropylamino-1-ethyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid (500 mg, 0.0020 mole) and N,O-dimethylhydroxylamine hydrochloride (298 mg, 0.0030 mole) were taken in dimethylformamide. At 0° C., hydroxybenzotriazole (550 mg, 0.0040 mole) and N-methylmorpholine (1.34 ml, 0.012 mole) were added and the reaction mixture was stirred for about 1 hour. 1-(3-dimethylaminopropyl) 3-ethyl carbodiimide hydrochloride (780 mg, 0.0040 mole) was added and the reaction mixture was stirred for about 14 hours. Water was added and extraction was carried out with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give an oily compound. Yield: 500 mg. m/z: (M++1) 290.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07915286B2
Source datasetuspto-grants-2011_03
ORD IDord-5f6cd106ee404be3990297f0dfa82aa7
Source noteuspto-grants-2011_03