HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685179Generated: November 1, 2026
Methyl iodide → 4,6-Dichloro-N-methylpyrimidin-5-amine
https://huagongshe.com/reaction/1685179
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Amino-4,6-dichloropyrimidine | HCID 79434 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4,6-Dichloro-N-methylpyrimidin-5-amine | HCID 250274 | 28.1% |
Reaction Steps
Add 5-amino-4,6-dichloropyrimidine (2 g; 0.012 mol) to THF (60 mL). Cool to 0° C. and add portion-wise NaH (0.53 g; 0.013 mol). Stir at 0° C. for 30 min. Add drop-wise methyl iodide (0.7 mL, 0.012 mol). Stir at 0° C. for 1 h and then RT for 30 min. Quench with saturated ammonium chloride aqueous and extract with EA. Evaporate the organic layer and purify the residue through a silica gel column using acetone and hexane as eluent to give the title compound (0.6 g; 27.64%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08148387B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-3d2b197eb1a44b4dae3828aee1d0c42b |
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| Source note | uspto-grants-2012_04 |
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