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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 537199Generated: October 29, 2026

Dimethylamine → 2'-tert-butyl-1-(2-(dimethylamino)quinoline-7-carbonyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-one

https://huagongshe.com/reaction/537199

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantTetrahydrofuranHCID 8028—
Reactant2'-tert-butyl-1-(2-chloroquinoline-7-carbonyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-oneHCID 73292727—
Product2'-tert-butyl-1-(2-(dimethylamino)quinoline-7-carbonyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-oneHCID 6749170525%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of dimethylamine in tetrahydrofuran (2.2 mL, 4.4 mmol, 2.0 M) was added to 2′-tert-butyl-1-(2-chloroquinoline-7-carbonyl)-4′,6′-dihydrospiro[piperidine-4,5′-pyrazolo[3,4-c]pyridin]-7′(2′H)-one (100 mg, 0.2 mmol). The reaction vessel was sealed and the mixture was heated to 70° C. for 15 hours. The reaction was cooled to room temperature and concentrated. Purification by reversed-phase HPLC gave the title compound (25 mg, 25%). +ESI (M+H) 461.2; HPLC retention time 1.96 minutes (Method A).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859773B2
Source datasetuspto-grants-2014_10
ORD IDord-028e939321e84dd984a22b1319067728
Source noteuspto-grants-2014_10