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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908368Generated: October 30, 2026

Dimethylformamide → 3-Benzoxazol-2-yl-5-[4-(dimethylaminomethyl)phenyl]pyridin-2-amine

https://huagongshe.com/reaction/908368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium CarbonateHCID 10340—
Reactant{4-[(Dimethylamino)methyl]phenyl}boronic acidHCID 22506610—
Reactant3-(Benzoxazol-2-yl)-5-bromo-pyridin-2-amineHCID 67388009—
CatalystHCID 178418476HCID 178418476—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
Product3-Benzoxazol-2-yl-5-[4-(dimethylaminomethyl)phenyl]pyridin-2-amineHCID 5768711017.7%

Reaction Conditions

Temperature160 °C

Reaction Steps

2M Sodium carbonate solution (0.4 ml) was added to a solution of 3-(benzoxazol-2-yl)-5-bromo-pyridin-2-amine (0.10 g), [4-(dimethylaminomethyl)phenyl]boronic acid (0.075 g) and dichlorobis(triphenylphosphine)palladium (II) (0.003 g) in a mixture of 2:7:3:2 DMF:DME:water:ethanol (3 ml). The reaction mixture was heated at 160° C. for 7 mins in a 100 W microwave oven. The solvent was evaporated in a Genevac and NMP (1.8 ml) was added. The mixture was filtered and purified by X bridge preparative HPLC. There was thus obtained the title compound (0.021 g); Mass Spectrum: M+H+ 344, RT 2.82 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08017611B2
Source datasetuspto-grants-2011_09
ORD IDord-c620512cbeb24ff2b4ec14487e0e5a0c
Source noteuspto-grants-2011_09