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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2056096Generated: November 2, 2026

Hydrochloric Acid → 3-iodo-1-(3-piperidyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride

https://huagongshe.com/reaction/2056096

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-butyl (3R)-3-{4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl}piperidine-1-carboxylateHCID 22346738—
SolventAcetoneHCID 180—
Product3-iodo-1-(3-piperidyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochlorideHCID 22347120—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a mixture of tert-butyl 3-(4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-piperidinecarboxylate (1.2 g, 0.0027 mol) in acetone (20 mL) was added an aqueous 6N solution of hydrogen chloride (8 mL) at room temperature. The mixture was stirred at 45° C. for 1.5 hours, and then room temperature for 16 hours. The precipitate was filtered and washed with acetone. The solid was dried to give 3-iodo-1-(3-piperidyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine dihydrochloride (1 g, 0.0024 mol). TLC (methanol/dichloromethane=5:95) Rf 0.14 MS: MH+ 345

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07332497B2
Source datasetuspto-grants-2008_02
ORD IDord-30bb236ecb9a43d489d4b6dab9b9fe9e
Source noteuspto-grants-2008_02