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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194471Generated: October 30, 2026

Water → HCID 46830431, compound

https://huagongshe.com/reaction/2194471

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCesium carbonateHCID 10796—
ReactantCyclohexane, (bromomethyl)-HCID 137636—
ReactantHCID 178508328HCID 178508328—
SolventDimethylformamideHCID 6228—
ProductHCID 46830431HCID 46830431—

Reaction Steps

200 mg (0.691 mmol) of 2-(1H-pyrazolo[3,4-b]pyridin-3-yl)-5-(pyridin-4-yl)pyrimidine-4-amine (preparation: see WO 03/097063, Example 35A) were dissolved in 5 ml of DMF, and 248 mg (0.760 mmol) of cesium carbonate and 136 mg (0.760 mmol) of cyclohexylmethyl bromide were added. The mixture was stirred at RT overnight. Water was added, and the mixture was extracted three times with dichloromethane. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated on a rotary evaporator. The residue was fractionated by preparative HPLC (Method 5). The product-containing fractions were combined and concentrated on a rotary evaporator, and the residue was dried under high vacuum. This gave 29 mg (11% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334291B2
Source datasetuspto-grants-2012_12
ORD IDord-ecd5d6fb96ef4d13a6d7daad59af9cc1
Source noteuspto-grants-2012_12