HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 57897141, compound
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 57897236 | HCID 57897236 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Diisopropylethylamine | HCID 81531 | — |
| Product | HCID 57897141 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088761B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-83dd3eb225604be4925da042646fdd3a |
| Source note | uspto-grants-2012_01 |