HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416859Generated: October 31, 2026
Trifluoroacetic acid → HCID 57897304, compound
https://huagongshe.com/reaction/416859
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 5-Bromo-4-chloro-3-nitropyridin-2-amine | HCID 45480236 | — |
| Reactant | 5-Bromo-3-nitro-4-(4-(1-(pyridin-2-yl)ethyl)piperazin-1-yl)pyridin-2-amine | HCID 57897148 | — |
| Reactant | HCID 57897218 | HCID 57897218 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 57897304 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08088761B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-502e278a861b41a099192da8532850b9 |
|---|
| Source note | uspto-grants-2012_01 |
|---|