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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416853Generated: October 30, 2026

Trifluoroacetic acid → HCID 57897141, compound

https://huagongshe.com/reaction/416853

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 57897236HCID 57897236—
SolventIsopropanolHCID 3776—
SolventDichloromethaneHCID 6344—
SolventDiisopropylethylamineHCID 81531—
ProductHCID 57897141HCID 57897141—

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-(benzo[d][1,3]dioxol-4-ylmethyl)piperazine-1-carboxylate (1.1 eq, 0.37 mmol, 120 mg), TFA (1.5 mL) and CH2Cl2 (3 mL), then 5-bromo-4-chloro-3-nitropyridin-2-amine (86 mg, 0.34 mmol) in iPrOH (3.5 mL) and DIPEA (1 mL). Filtration and washing as previously described gave the product (131 mg, 80% for two steps) as a yellow solid; δH (500 MHz, DMSO-d6) 2.54 (s, br, 4H, piperazine N(CH2)2), 3.06 (s, br, 4H, piperazine N(CH2)2), 3.51 (s, 2H, NCH2), 6.00 (s, 2H, OCH2), 6.83-6.85 (m, 3H, phenyl H-4, H-5, H-6), 6.98 (s, br, 2H, NH2), 8.16 (s, 1H, bromopyridine H-6);

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088761B2
Source datasetuspto-grants-2012_01
ORD IDord-83dd3eb225604be4925da042646fdd3a
Source noteuspto-grants-2012_01