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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 628255Generated: October 29, 2026

Dimethylformamide → US9777003, Example 7

https://huagongshe.com/reaction/628255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-(Bromomethyl)pyridine hydrobromideHCID 2734720—
Reactant1,7-dimethyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridineHCID 136963111—
SolventAcetonitrileHCID 6342—
ProductUS9777003, Example 7HCID 11815972030%

Reaction Steps

K2CO3 (44 mg, 0.32 mmol) and 2-(bromomethyl)pyridine hydrobromide (0.027 g, 0.11 mmol, Aldrich) were added to a solution of 1,7-dimethyl-6H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-a]pyridine (20. mg, 0.11 mmol) in DMF (3.0 mL, 39 mmol). After stirring at room temperature for 2 hours, the reaction was heated to 50° C. for 35 minutes. The reaction mixture was diluted with MeCN, filtered and purified by preparative HPLC-MS (Waters XBridge C18, eluting with a gradient of MeCN/H2O containing 0.15% NH4OH) to afford product (8.9 mg, 30%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09309246B2
Source datasetuspto-grants-2016_04
ORD IDord-fab9f37f367346cf9abc21409c3286b5
Source noteuspto-grants-2016_04