HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1633714Generated: October 31, 2026
Sodium Chloride → {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methyl-(2-methyl-pyrimidin-4-yl)-amine
https://huagongshe.com/reaction/1633714
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-2-methylpyrimidine | HCID 424447 | — |
| Reactant | {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methylamine | HCID 18679487 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methyl-(2-methyl-pyrimidin-4-yl)-amine | HCID 18679566 | 73.4% |
Reaction Steps
20 mg (0.064 mmol) {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methylamine and 0.16 ml (0.96 mmol) N,N-diisopropyl ethyl amine in 1 ml of DMF were treated with 41 mg (0.32 mmol) 4-chloro-2-methylpyrimidine and stirred at 100° C. during 2 hours. After cooling to room temperature the mixture was treated with saturated aqueous NaCl and extracted three times with Et2O. Drying of the combined organic layers over Na2SO4, evaporation of the solvent and column chromatography on silica gel with EtOAc gave 19 mg (73%) {4-[1-(4-Fluoro-phenyl)-1H-indol-5-yloxy]-butyl}-methyl-(2-methyl-pyrimidin-4-yl)-amine as a light yellow oil, MS: 405 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06503907B2 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-e0519721f87541c1a968fdb9b4b9485a |
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| Source note | uspto-grants-2003_01 |
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