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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1809660Generated: October 30, 2026

Hydrazine → HCID 178478327, compound

https://huagongshe.com/reaction/1809660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrazineHCID 9321—
Reactant5-Bromo-2,4-dichloropyrimidineHCID 289973—
Reactant6-Bromopyridine-2-carbaldehydeHCID 2757009—
ProductHCID 178478327HCID 178478327—

Reaction Steps

Alternatively, for compounds of formula Ia where X is N and Y is CH, in accordance to Scheme 2 below, 5-bromo-2,4-dichloro-pyrimidine (1) is reacted with 6-bromo-pyridine-2-carbaldehyde (3) by a Grignard reaction and the corresponding coupled alcohol is oxidized to the ketone. The ketone is reacted with hydrazine to give 3-(6-bromo-pyridin-2-yl)-6-chloro-1H-pyrazolo[3,4-d]pyrimidine. The remaining chloro group can then be replaced by reacting with the appropriate amine and the bromide can be displacement with the required amine under Buckwald conditions to give compounds Ia of this invention.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08362023B2
Source datasetuspto-grants-2013_01
ORD IDord-73e9508680d744d480f6616128021510
Source noteuspto-grants-2013_01