HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1516441Generated: October 26, 2026
Ethyl 4-aminocyclohexanecarboxylate → 4-[4-(4-Bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclohexanecarboxylic acid ethyl ester
https://huagongshe.com/reaction/1516441
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl 4-aminocyclohexanecarboxylate | HCID 409963 | — |
| Reactant | 4-bromo-1-(2-methylsulfinyl-pyrimidin-4-yl)-1H-indole | HCID 67434315 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[4-(4-Bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclohexanecarboxylic acid ethyl ester | HCID 68605599 | 89% |
Reaction Steps
A mixture of 4-bromo-1-(2-methylsulfinyl-pyrimidin-4-yl)-1H-indole (4.98 g) and 4-amino-cyclohexanecarboxylic acid ethyl ester (5.07 g) in 1,4-dioxane (100 mL) was stirred at 110° C. under N2 for 5.5 h. The solvent was removed in vacuo to provide an oil, which solidified at RT. The product was flash chromatographed on silica, eluting with hexanes/EtOAc (7:3 to 6:4) to provide 4-[4-(4-bromoindol-1-yl)-pyrimidin-2-ylamino]-cyclohexanecarboxylic acid ethyl ester (5.82 g, 89%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08227478B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-39c24d042ab24c2e8b9f85214ab3a62a |
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| Source note | uspto-grants-2012_07 |
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