HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Ethylpiperazine → 5-Bromo-4-(4-ethylpiperazin-1-yl)-3-nitropyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Ethylpiperazine | HCID 79196 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-4-chloro-3-nitropyridin-2-amine | HCID 45480236 | — |
| Reactant | 2-(4-(2-amino-5-bromo-3-nitropyridin-4-yl)piperazin-1-yl)-N-(thiazol-2-yl)acetamide | HCID 46867803 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 5-Bromo-4-(4-ethylpiperazin-1-yl)-3-nitropyridin-2-amine | HCID 57897228 | 54% |
Reaction Steps
This was prepared using the same procedure as for 2-(4-(2-amino-5-bromo-3-nitropyridin-4-yl)piperazin-1-yl)-N-(thiazol-2-yl)acetamide, but here using 5-bromo-4-chloro-3-nitropyridin-2-amine (300 mg, 1.19 mmol), DIPEA (1.1 eq, 1.31 mmol, 0.23 mL), isopropanol (7 mL) and 1-ethylpiperazine (1.1 eq, 1.31 mmol, 0.17 mL). After 18 h the precipitate was filtered and washed with cold water (2×3 mL) to give the product (212 mg, 54%) as a yellow solid; 1H-NMR (500 MHz, DMSO-d6) 1.04 (t, J=7.0 Hz, 3H, CH2CH3), 2.46-2.58 (2 m, 6H, CH2CH3 and piperazine N(CH2)2), 3.08 (br s, 4H, piperazine N(CH2)2), 6.98 (br s, 2H, NH2), 8.16 (s, 1H, pyridine H-6);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08088761B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-20b4fe0e89e946c4aece9c3b4f46f4c5 |
| Source note | uspto-grants-2012_01 |