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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271550Generated: October 26, 2026

Dimethylformamide → 6-(6-Chloro-pyridin-3-yloxymethyl)-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile

https://huagongshe.com/reaction/271550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-hydroxypyridineHCID 819821—
Reactant6-Bromomethyl-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrileHCID 11312825—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
Product6-(6-Chloro-pyridin-3-yloxymethyl)-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrileHCID 1010890199%

Reaction Steps

6-Bromomethyl-7-(2,2-dimethyl-propyl)-7H-pyrrolo[2,3-d]pyrimidine-2-carbonitrile (1.3 mmol) is dissolved in DMSO (or DMF) (4 ml). To the solution, 2-chloro-5-hydroxypyridine (1.56 mmol) and K2CO3 (1.69 mmol) are added. The mixture is stirred at room temperature under nitrogen atomosphere for 11 h. The reaction mixture is diluted with water and extracted with AcOEt (twice) and Et2O (twice). The combined organic layer is washed with water and brine, dried over MgSO4, and concentrated in vacuo. The residue is purified by silica gel column chromatography (n-hexane:AcOEt=1:1) to give the product in 99% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452886B2
Source datasetuspto-grants-2008_11
ORD IDord-84138099b836413695c26a034c18dcc6
Source noteuspto-grants-2008_11