HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240870Generated: October 30, 2026
Ethyl Acetate → 6-(6-(4-methoxyphenyl)-1H,1'H-3,6'-biindol-1-yl)-N-methylpyrimidin-4-amine
https://huagongshe.com/reaction/240870
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | 6-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole | HCID 44754854 | — |
| Reactant | 6-(3-bromo-6-(4-methoxyphenyl)-1H-indol-1-yl)-N-methylpyrimidin-4-amine | HCID 50991547 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-(6-(4-methoxyphenyl)-1H,1'H-3,6'-biindol-1-yl)-N-methylpyrimidin-4-amine | HCID 50991001 | — |
Reaction Steps
6-(3-Bromo-6-(4-methoxyphenyl)-1H-indol-1-yl)-N-methylpyrimidin-4-amine (50 mg, 0.074 mmol), K3PO4 (47.1 mg, 0.222 mmol) and 6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (27 mg, 0.111 mmol) were dissolved in dimethylformamide (2 mL) and then Pd(PPh3)4 (12.83 mg, 0.011 mmol) was added. After stirring at 120° C. for 3 hours, followed by addition of ethyl acetate and water, the reaction solution was filtered using a diatomite pad. The aqueous layer was extracted with ethyl acetate and the collected organic layer was washed with brine and then concentrated under reduced pressure by drying with magnesium sulfate. The residue was purified by chromatography (silica gel, EtOAc:hexane=1:10→1:4→1:2). The target compound was obtained as brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08648089B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-5fa003c7cb5743c68391c0b69d1c82d5 |
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| Source note | uspto-grants-2014_02 |
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