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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043479Generated: October 30, 2026

Dimethylamine → 1-[3,5-dichloro-4-(3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b: 4',3'-f]azepin-2-yl)phenyl]-N,N-dimethylmethanamine

https://huagongshe.com/reaction/1043479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantSodium hydrideHCID 24758—
ReactantHCID 66887168HCID 66887168—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
Product1-[3,5-dichloro-4-(3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b: 4',3'-f]azepin-2-yl)phenyl]-N,N-dimethylmethanamineHCID 1607202531%

Reaction Conditions

Temperature0 °C

Reaction Steps

A solution of dimethylamine (23 μL, 2.0 M in tetrahydrofuran) was dissolved in N,N-dimethylformamide (0.5 mL) and cooled to 0° C. Sodium hydride (1.1 mg, 0.05 mmol) was added and the mixture was stirred for 15 minutes. 2-[2,6-dichloro-4-(chloromethyl)phenyl]-3,8-dihydroimidazo[4,5-d]dipyrido[2,3-b:4′,3′-f]azepine (10.0 mg, 0.02 mmol) was added and the mixture was stirred at room temperature for 16 hours. The reaction mixture was diluted with methanol and purified on preparative LCMS at pH 10 to give the desired product (3.2 mg, 31%). LC/MS: 437 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563541B2
Source datasetuspto-grants-2013_10
ORD IDord-81810d57a7544dff82b1d3f3c16505c8
Source noteuspto-grants-2013_10