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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85434Generated: October 30, 2026

(Pyrimidin-5-yl)boronic acid → 1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-6-(5-pyrimidinyl)-1H-indazole-4-carboxamide

https://huagongshe.com/reaction/85434

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Pyrimidin-5-yl)boronic acidHCID 2795193—
Reactant6-bromo-1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-1H-indazole-4-carboxamideHCID 67465326—
Product1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-6-(5-pyrimidinyl)-1H-indazole-4-carboxamideHCID 54596762—

Reaction Steps

The title compound was prepared in the same manner as described for example 75 from 6-bromo-1-(1-methylethyl)-N-[(6-methyl-2-oxo-4-propyl-1,2-dihydro-3-pyridinyl)methyl]-1H-indazole-4-carboxamide (100 mg, 0.225 mmol) and 5-pyrimidinylboronic acid (42 mg, 0.337 mmol). The final product was collected as a white solid (77 mg, 75%). 1H NMR (400 MHz, DMSO-d6) δ ppm 11.55 (s, 1H) 9.35 (s, 2H) 9.21-9.26 (m, 1H) 8.63 (t, J=4.93 Hz, 1H) 8.45 (s, 1H) 8.38 (s, 1H) 7.99 (d, J=1.26 Hz, 1H) 5.92 (s, 1H) 5.18 (quin, J=6.57 Hz, 1H) 4.44 (s, 1H) 4.42 (s, 1H) 2.52-2.56 (m, 2H) 2.13 (s, 3H) 1.52-1.56 (m, 4H) 1.48-1.52 (m, 4H) 0.88 (t, J=7.33 Hz, 3H). LC-MS (ES) m/z=445.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846935B2
Source datasetuspto-grants-2014_09
ORD IDord-21dbbace8c724ee0b51e0cfc9c854e58
Source noteuspto-grants-2014_09