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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 881010Generated: October 31, 2026

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

https://huagongshe.com/reaction/881010

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
Reactant2'-tert-butyl-1-(1-(4-methoxybenzylamino)isoquinoline-7-carbonyl)-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-oneHCID 67491515—
SolventTrifluoroacetic acidHCID 6422—
Product1-(1-aminoisoquinoline-7-carbonyl)-2'-tert-butyl-4',6'-dihydrospiro[piperidine-4,5'-pyrazolo[3,4-c]pyridin]-7'(2'H)-oneHCID 6751652732.2%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of 2′-tert-butyl-1-(1-(4-methoxybenzylamino)isoquinoline-7-carbonyl)-4′,6′-dihydrospiro[piperidine-4,5′-pyrazolo[3,4-c]pyridin]-7′(2′H)-one (28 mg, 0.051 mmol) in trifluoroacetic acid (0.51 mL) was added anisol (8.3 μL, 0.076 mmol). The reaction was heated to 65° C. and stirred for 19 hours. The reaction was concentrated. Purification by reversed-phase HPLC gave the title compound (7.1 mg, 32%). +ESI (M+H) 433.2; HPLC retention time 1.79 minutes (Method A).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993586B2
Source datasetuspto-grants-2015_03
ORD IDord-943b8d328b104d939e814a79267e3a07
Source noteuspto-grants-2015_03