HuagongsheHuagongshe Chemistry Print Report · For research reference only
(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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3-((tert-Butoxycarbonyl)amino)pyridin-4-yl)boronic acid | HCID 15366412 | — |
| Reactant | tert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c]quinolin-1-yl)ethylcarbamate | HCID 66958848 | — |
| Product | tert-butyl 2-(4-amino-2-propyl-2H-pyrazolo[3,4-c][1,7]naphthyridin-1-yl)ethylcarbamate | HCID 66959244 | 20.4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07544697B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-00e205c4c14444009bd776814149deec |
| Source note | uspto-grants-2009_06 |