Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-chloro-4-[1-(3-methylphenyl)-3-methyl-1H-pyrazol-5-yl]pyridine | HCID 11482983 | — |
| Product | HCID 18676113 | HCID 18676113 | 78% |
Reaction Steps
A mixture of 2-chloro-4-[1-(3-methylphenyl)-3-methyl-1H-pyrazol-5-yl]pyridine (Example 45; 0.91 g, 0.0032 mol) and 50 mL of liquid ammonia in 20 mL of DMF was stirred in a sealed tube under 1800 psi, at 180° C. for 72 hours. After the solution was cooled, the solvent was removed under vacuum and the residue was purified by chromatography on silica gel (ethyl acetate/hexane, 2:8) to give 0.73 g (78% yield) of product as a yellow crystal: mp: 84-85° C.; Anal. Calc'd. for C18H20N4: C, 73.94; H, 6.89; N. 19.16. Found: C, 73.68; H, 6.74; N, 19.13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06509361B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-c69ef2cc22b942fb8bccbd6db20eaca5 |
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| Source note | uspto-grants-2003_01 |
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