HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentylamine → 2-chloro-N-cyclopentyl-5-nitropyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-5-nitropyrimidine | HCID 521266 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-chloro-N-cyclopentyl-5-nitropyrimidin-4-amine | HCID 7147253 | 65.13% |
Reaction Steps
Cyclopentylamine (5.17 ml) and N,N-diisopropylethylamine (12.4 ml) were dissolved into 125 ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitropyrimidine (9.7 g) in dichloromethane (30 ml) at 0° C. After the completion of the dropwise addition, the mixture was kept at the same temperature to react for 80 min. Purification was conducted by a column chromatography to obtain a bright-yellow solid (7.9 g) in a yield of 65.13%. 1H NMR (400 MHz, CDCl3): δ 9.03 (s, 1H), 8.38 (s, 1H), 4.59 (m, 1H), 2.13-2.21 (m, 2H), 1.72-1.85 (m, 4H), 1.53-1.71 (m, 2H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096601B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4f778cf5b78c41fdbcbad5087885680a |
| Source note | uspto-grants-2015_08 |