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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416859Generated: October 31, 2026

Trifluoroacetic acid → HCID 57897304, compound

https://huagongshe.com/reaction/416859

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant5-Bromo-4-chloro-3-nitropyridin-2-amineHCID 45480236—
Reactant5-Bromo-3-nitro-4-(4-(1-(pyridin-2-yl)ethyl)piperazin-1-yl)pyridin-2-amineHCID 57897148—
ReactantHCID 57897218HCID 57897218—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
SolventDiisopropylethylamineHCID 81531—
ProductHCID 57897304HCID 57897304—

Reaction Steps

This was prepared using the same procedure as for 5-bromo-3-nitro-4-(4-(1-(pyridin-2-yl)ethyl)piperazin-1-yl)pyridin-2-amine, but here using tert-butyl 4-((6-(trifluoromethyl)pyridin-3-yl)methyl)piperazine-1-carboxylate (1.1 eq, 0.27 mmol, 93 mg), TFA (1 mL) and CH2Cl2 (3 mL), then 5-bromo-4-chloro-3-nitropyridin-2-amine (62 mg, 0.24 mmol) in iPrOH (3 mL) and DIPEA (1 mL). Filtration and washing as previously described gave the product (78 mg, 63% for two steps) as a yellow solid; δH (500 MHz, DMSO-d6) 2.55 (s, br, 4H, piperazine N(CH2)2), 3.07 (s, br, 4H, piperazine N(CH2)2), 3.69 (s, 2H, NCH2), 6.97 (s, br, 2H, NH2), 7.87 (d, J=8.0 Hz, 1H, pyridine H-5), 8.03 (dd, J=8.0, 0.6 Hz, 1H, pyridine H-4), 8.16 (s, 1H, bromopyridine H-6), 8.71 (d, J=0.6 Hz, 1H, pyridine H-2);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088761B2
Source datasetuspto-grants-2012_01
ORD IDord-502e278a861b41a099192da8532850b9
Source noteuspto-grants-2012_01