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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931590Generated: November 4, 2026

4,6-Dichloro-5-pyrimidinecarbaldehyde → 4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester

https://huagongshe.com/reaction/1931590

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,6-Dichloro-5-pyrimidinecarbaldehydeHCID 819691—
ReactantHCID 57964906HCID 57964906—
ReactantHCID 57965012HCID 57965012—
Reactant4-Hydrazino-piperidine-1-carboxylic acid isopropyl ester hydrochlorideHCID 66915279—
Product4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl esterHCID 57544417—

Reaction Steps

4-(4-Chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester was prepared from the reaction of 4-hydrazino-piperidine-1-carboxylic acid isopropyl ester (Intermediate 10) and 4,6-dichloro-pyrimidine-5-carbaldehyde (Intermediate 16) using the procedure described for 4-chloro-1-[4-(3-isopropyl-[1,2,4]oxadiazol-5-yl)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidine (Intermediate 23). The product was purified by flash chromatography eluting with 40% ethyl acetate/hexanes to give 4-(4-chloro-pyrazolo[3,4-d]pyrimidin-1-yl)-piperidine-1-carboxylic acid isopropyl ester as a white solid. Mass spectrum M+=323.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188098B2
Source datasetuspto-grants-2012_05
ORD IDord-fdf69e61d9304c429f1f7bb45cecc4f3
Source noteuspto-grants-2012_05