HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348434Generated: October 31, 2026
Water → 2-[(Adamantan-1-ylmethyl)amino]pyrimidine-5-carboxylic acid (4-fluorophenyl)amide
https://huagongshe.com/reaction/348434
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tricyclo(3.3.1.13,7)dec-1-ylmethylamine | HCID 86625 | — |
| Reactant | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Reactant | N-(4-fluorophenyl)-2-(methylthio)-5-pyrimidinecarboxamide | HCID 58802987 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 2-[(Adamantan-1-ylmethyl)amino]pyrimidine-5-carboxylic acid (4-fluorophenyl)amide | HCID 86760383 | 24% |
Reaction Steps
To a solution of 2-methylsulfanylpyrimidine-5-carboxylic acid (4-fluorophenyl)amide (50 mg, 0.19 mmol) in 4/1 dioxane/water (0.6 mL) in a sealed tube was added 1-adamantanemethyl amine (250 μL, 1.4 mmol). The solution was heated at 110° C. for 18 h, cooled, diluted with 3% HCl and then poured into water to form a precipitate. The solids were collected by filtration, washed with water and dried. Trituration of the solids with ethyl acetate at about 70° C., followed by a hot filtration and washing with hexane, afforded 16.7 mg (24% yield) of the titled product as a white solid. API-MS m/z 381 (MH)+, 379 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07176310B1 |
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| Source dataset | uspto-grants-2007_02 |
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| ORD ID | ord-087eb19b4826491ab5c92150505c6302 |
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| Source note | uspto-grants-2007_02 |
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