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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 51491Generated: October 29, 2026

Dimethylformamide → 2-[4-(4-amino-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenoxy]-6-(2-(4-pyridyl)ethylamino)-benzonitrile

https://huagongshe.com/reaction/51491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 3809390HCID 3809390—
Reactant4-[4-Amino-7-(tetrahydro-3-furanyl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]phenolHCID 22736400—
SolventWaterHCID 962—
Product2-[4-(4-amino-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenoxy]-6-(2-(4-pyridyl)ethylamino)-benzonitrileHCID 22736242—

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-[4-amino-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl]-phenol (0.517 g), 2-fluoro-6-(2-(4-pyridinyl)ethylamino)benzonitrile (0.42 g), potassium carbonate (0.48 g) and dimethylformamide (20 ml) were heated at 120° C. under nitrogen for 8 hours. The mixture was allowed to cool, diluted with water then extracted with ethyl acetate to give a solid which was recrystallised from ethyl acetate to give solid which was purified by flash column chromatography on silica using ethyl acetate and then ethyl acetate/methanol (9:1, 8:1, 4:1) to give 2-[4-(4-amino-7-(3-tetrahydrofuryl)-7H-pyrrolo[2,3-d]pyrimidin-5-yl)phenoxy]-6-(2-(4-pyridyl)ethylamino)-benzonitrile, m.p 212-213° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06713474B2
Source datasetuspto-grants-2004_03
ORD IDord-bf700d3ff778405383c8bb199078118c
Source noteuspto-grants-2004_03