HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 383799Generated: October 27, 2026
Sodium Iodide → 2-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amine
https://huagongshe.com/reaction/383799
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Pyrazol-3-ylamine | HCID 74561 | — |
| Reactant | 2,4-Dichloro-6-methylpyrimidine | HCID 79471 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 2-chloro-6-methyl-N-(1H-pyrazol-3-yl)pyrimidin-4-amine | HCID 58055040 | 78.7% |
Reaction Steps
To the solution of 2,4-dichloro-6-methylpyrimidine (3.00 g) and 1H-pyrazol-5-amine (1.31 g) in NMP (30 ml) was added NaI (2.36 g) and DIEA (6.33 ml). And the mixture was heated to 80° C. under stirring. After 1 day, the mixture was cooled to room temperature. The mixture was diluted with EtOAc. The precipitate was collected by filtration, washed with the mixed solvent of hexane and EtOAc and dried in vacuo to give 2-chloro-6-methyl-N-(1H-pyrazol-5-yl)pyrimidin-4-amine (2.60 g) as a pale pink solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367690B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-463b30d362164ec98a3e5b14858f956d |
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| Source note | uspto-grants-2013_02 |
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