HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,4-Dichloropyrimidine → 2-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,4-Dichloropyrimidine | HCID 77531 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1H-Pyrazol-3-amine, 5-methyl- | HCID 93146 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-Chloro-N-(5-methyl-1H-pyrazol-3-yl)pyrimidin-4-amine | HCID 23132482 | 19.2% |
Reaction Conditions
| Temperature | -10 °C |
|---|
Reaction Steps
A mixture of 2,4-dichloropyrimidine (0.967 g, 6.49 mmol), 3-amino-5-methylpyrazole (0.63 g, 6.40 mmol), and ethyldiisopropylamine (2.8 mL, 16.22 mmol) in ethanol (13 mL) was stirred at −10° C. for 2 h, then at r.t. overnight, and finally at 50° C. for 3.5 h. The mixture was concentrated to a total volume of approximately 10 mL. Upon repeated addition of diethylether, (2-chloropyrimidin-4-yl)-(5-methylpyrazol-3-yl)amine (0.258 g, 1.23 mmol, 19%) was obtained as colourless crystals. LC/ESI-MS: m/z=210 [M(35Cl)+H]+; m/z=208 [M(35Cl)−H]−; Rt=230 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576090B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-22ed6f52820d4127b7ca3a9095359328 |
| Source note | uspto-grants-2009_08 |