HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentylamine → 2-Chloro-4-cyclopentylamino-5-nitro-6-methylpyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentylamine | HCID 2906 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2,4-Dichloro-6-methyl-5-nitropyrimidine | HCID 275294 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Chloro-4-cyclopentylamino-5-nitro-6-methylpyrimidine | HCID 7147277 | 84.8% |
Reaction Steps
Cyclopentylamine (5.2 ml) and N,N-diisopropylethylamine (13.2 ml) were dissolved into 150 ml dichloromethane. The mixture was added dropwise to a solution of 2,4-dichloro-5-nitro-6-methylpyrimidine (10.7 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 1 hour. Purification was conducted by a column chromatography to obtain a bright-yellow solid (11.2 g) in a yield of 84.8%. 1H NMR (400 MHz, CDCl3): δ 8.44 (s, 2H), 4.41 (m, 1H), 2.64 (s, 3H), 2.01-2.15 (m, 2H), 1.61-1.76 (m, 4H), 1.45-1.63 (m, 2H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096601B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-464bd4a6cbc7435291c0860118f6cf48 |
| Source note | uspto-grants-2015_08 |