HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801714Generated: October 31, 2026
Aniline → N4-(2-methyl-1H-indol-5-yl)-N2-phenylpyrimidine-2,4-diamine
https://huagongshe.com/reaction/1801714
Participants
| Role | Name | HCID | Charge |
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| Reactant | Aniline | HCID 6115 | — |
| Reactant | N-(2-chloropyrimidin-4-yl)-2-methyl-1H-indol-5-amine | HCID 59823198 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N4-(2-methyl-1H-indol-5-yl)-N2-phenylpyrimidine-2,4-diamine | HCID 59823232 | 85% |
Reaction Steps
N-(2-chloropyrimidin-4-yl)-2-methyl-1H-indol-5-amine (0.1 mmol) and aniline (0.1 mmol) were dissolved in 0.5 ml DMF. To this was added p-TsOH monohydrate (0.2 mmol). The reaction mixture was stirred at 60° C. for 5 hours, diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and brine sequentially, dried over anhydrous Na2SO4, and concentrated. The resulting residue was purified by column chromatography to provide the title product in a yield of 85%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08349859B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-201534db299145be96d849d39e3fd9de |
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| Source note | uspto-grants-2013_01 |
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