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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14921Generated: October 23, 2026

5-Bromonicotinic acid → 5-Bromo-N-(3-{2-[2-(3-chloro-4-hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-benzyl)-N-isopropyl-nicotinamide

https://huagongshe.com/en/reaction/14921

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromonicotinic acidHCID 88707—
Reactant2-Chloro-4-(2-{4-[3-(isopropylamino-methyl)-phenyl]-pyrimidin-2-ylamino}-ethyl)-phenolHCID 58603441—
Product5-Bromo-N-(3-{2-[2-(3-chloro-4-hydroxy-phenyl)-ethylamino]-pyrimidin-4-yl}-benzyl)-N-isopropyl-nicotinamideHCID 58603565—

Reaction Steps

2-Chloro-4-(2-{4-[3-(isopropylamino-methyl)-phenyl]-pyrimidin-2-ylamino}-ethyl)-phenol (compound 132) was coupled with 5-bromo-nicotinic acid following procedure D2. LC-MS showed the product had the expected M+H+ of 581. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 9.3 (s, 1H), 8.9 (s, 1H) 8.6 (s, 1H) 8.4 (s, 1H) 8.2 (d, 1H) 8.1 (s, 1H) 7.9 (d, 1H) 7.5 (m, 1H) 7.4 (m, 2H) 7.2 (s, 1H) 6.9 (d, 1H) 5.8 (s, 1H) 3.9 (s, 2H) 3.7 (m, 2H) 3.1 (m, 1H) 2.9 (m, 2H) 1.2 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732444B2
Source datasetuspto-grants-2010_06
ORD IDord-22b3a6f14eac45c8aafdcdc4d647fd47
Source noteuspto-grants-2010_06