Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526963Generated: October 30, 2026

3-[[2-[5-Chloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridin-3-yl]-5-fluoro-pyrimidin-4-yl]amino]cyclohexanone → HCID 67285523, compound

https://huagongshe.com/reaction/526963

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-[[2-[5-Chloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridin-3-yl]-5-fluoro-pyrimidin-4-yl]amino]cyclohexanoneHCID 67284903—
Reactant3-(2-(5-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl)-5-floropyrimidin-4-ylamino)cyclohexanoneHCID 68640933—
ReactantHCID 178418573HCID 178418573—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
SolventAmmonium ChlorideHCID 25517—
ProductHCID 67285523HCID 67285523—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a cold (0° C.) solution of 3-[[2-[5-chloro-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridin-3-yl]-5-fluoro-pyrimidin-4-yl]amino]cyclohexanone, 28a, (0.47 g, 0.92 mmol) in THF (5 mL) was added methylmagnesium bromide (3.30 ml of 1.4M solution, 4.58 mmol). The reaction mixture was stirred at 0° C. for 1 h. The reaction mixture was diluted with ethyl acetate and aqueous saturated NH4Cl solution. The organic phase was separated, dried (MgSO4), filtered and concentrated in vacuo. The products were purified by silica chromatography with DCM and methanol, two products were eluded with 95% DCM and 5% methanol no separation. The two diastereomers were taken on as a mixture without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345708B2
Source datasetuspto-grants-2016_05
ORD IDord-1f207c930dbb4b3387fb71255a04e6ac
Source noteuspto-grants-2016_05