HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966778Generated: October 30, 2026
Potassium Carbonate → HCID 58541888, compound
https://huagongshe.com/reaction/1966778
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Aminopyrimidine-5-boronic acid, pinacol ester | HCID 17750212 | — |
| Reactant | HCID 58542068 | HCID 58542068 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58541888 | HCID 58541888 | 82.4% |
Reaction Steps
A reaction mixture of crude (4-bromo-2-nitro-phenyl)-(1,1-dimethyl-propyl)-amine (600 mg, 2.09 mmol), 2-aminopyrimidine-5-boronic acid pinacol ester (330 mg, 1.49 mmol), Pd(PPh3)4 (160 mg), K2CO3 (600 mg, 4.34 mmol) in DMF (7.0 mL) and H2O (2.0 mL) is heated under microwave conditions at 100° C. for 1 hour. The reaction mixture is allowed to cool to room temperature, diluted with EtOAc (100 mL), washed with H2O (75 mL×2), dried with Na2SO4 and filtered. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 50% EtOAc in heptane as the eluent to afford 5-[4-(1,1-dimethyl-propylamino)-3-nitro-phenyl]-pyrimidin-2-ylamine (370 mg, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420655B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-21a32d1914e448ddbe25517239d55810 |
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| Source note | uspto-grants-2013_04 |
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