HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1963959Generated: October 25, 2026
Dimethyl Sulfoxide → 6-Chloro-N-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)-2-pyrazinamine
https://huagongshe.com/reaction/1963959
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 2,6-Dichloropyrazine | HCID 78504 | — |
| Reactant | Tetrahydro-N-methyl-2H-pyran-4-methanamine | HCID 22225668 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 6-Chloro-N-methyl-N-(tetrahydro-2H-pyran-4-ylmethyl)-2-pyrazinamine | HCID 53410302 | 98.3% |
Reaction Steps
A mixture of 2,6-dichloropyrazine (298 mg, 2.000 mmol), DMSO (6 ml), TEA (0.418 ml, 3.00 mmol) and N-methyl-1-(tetrahydro-2H-pyran-4-yl)methanamine (264 mg, 2.040 mmol) was stirred at 70° C. for 16 hours, and the reaction progress was followed by LCMS. The crude reaction mixture was let cool to room temperature, diluted with 150 ml of ethyl acetate, washed with 1M NaOH soln. (1×), water (2×), saturated salt soln. (1×), dried with sodium sulfate, filtered, and concentrated to constant mass, giving 475 mg of the title compound as free base, which was used without further purification. LCMS (m/z): 242.0 (MH+), retention time=0.85 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415381B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-b51dcfce2f5c4c4790c4f782d9c53938 |
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| Source note | uspto-grants-2013_04 |
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