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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 590815Generated: October 31, 2026

Dimethylformamide → (R)-1-(7-bromo-3-(ethylamino)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea

https://huagongshe.com/reaction/590815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-bromobutanimideHCID 67184—
Reactant(R)-1-(3-(ethylamino)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)ureaHCID 73504570—
SolventAcetonitrileHCID 6342—
Product(R)-1-(7-bromo-3-(ethylamino)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)ureaHCID 118272346—

Reaction Steps

(R)-1-(3-(Ethylamino)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea (Example 2; 316 mg, 0.974 mmol) was dissolved in acetonitrile (10 mL) and DMF (2 mL) then NBS (225 mg, 1.266 mmol) was added. The reaction was stirred at room temperature overnight. The solvents were concentrated in vacuo and the residue was purified by flash chromatography (2-10% MeOH/DCM) to give (R)-1-(7-bromo-3-(ethylamino)-1H-pyrazolo[4,3-c]pyridin-6-yl)-3-(1-phenylethyl)urea. MS ESI calc'd. for C12H19BrN6O [M+1]+ 403. found 403.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09233979B2
Source datasetuspto-grants-2016_01
ORD IDord-62c8bb4e96924fbf99af660f29507af2
Source noteuspto-grants-2016_01