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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194468Generated: October 31, 2026

Hydrochloric Acid → Methyl[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamate

https://huagongshe.com/reaction/2194468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
ReactantCyclohexane, (bromomethyl)-HCID 137636—
ReactantMethyl[4,6-diamino-2-(1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamateHCID 178502011—
SolventDimethylformamideHCID 6228—
ProductMethyl[4,6-diamino-2-(1-cyclohexylmethyl-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-5-yl]carbamateHCID 46700769—

Reaction Steps

330 mg (1.1 mmol) of the compound of Example 1A and 212 mg (1.2 mmol) of bromomethylcyclohexane were initially charged in 5 ml of dimethylformamide, 389 mg (1.2 mmol) of cesium carbonate were added and the resulting mixture was stirred at RT overnight. 0.5 ml of 1N hydrochloric acid was added, and the entire solution was separated by HPLC (Method 5). The appropriate fractions were freed from volatile components on a rotary evaporator, and the residue was dried under high vacuum. This gave 60 mg (19% of theory) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334291B2
Source datasetuspto-grants-2012_12
ORD IDord-bb5a41302e824ec49e287918d18f9e2c
Source noteuspto-grants-2012_12