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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283910Generated: October 25, 2026

(3-((tert-Butoxycarbonyl)amino)pyridin-4-yl)boronic acid → tert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c][1,7]naphthyridin-1-yl)ethylcarbamate

https://huagongshe.com/reaction/2283910

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3-((tert-Butoxycarbonyl)amino)pyridin-4-yl)boronic acidHCID 15366412—
Reactanttert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c]quinolin-1-yl)ethylcarbamateHCID 66958848—
Producttert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c][1,7]naphthyridin-1-yl)ethylcarbamateHCID 6695924420.4%

Reaction Steps

A modification of the method described in Example 610 was used to couple tert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c]quinolin-1-yl)ethylcarbamate (2.08 g, 5.82 mmol) (Example 51, Parts A through G) with 3-[(tert-butoxycarbonyl)amino]pyridin-4-ylboronic acid (2.77 g, 11.6 mmol). After the first purification by IFC, 0.44 g of tert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c][1,7]naphthyridin-1-yl)ethylcarbamate was obtained as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145410B2
Source datasetuspto-grants-2015_09
ORD IDord-3fb3674c63a24e4089213bfb22329b60
Source noteuspto-grants-2015_09