HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875919Generated: October 27, 2026
Sodium Carbonate → 6-(3-Methoxyphenyl)pyrimidin-4-amine
https://huagongshe.com/reaction/1875919
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Amino-6-chloropyrimidine | HCID 238012 | — |
| Reactant | (3-Methoxyphenyl)boronic acid | HCID 2734370 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Dimethoxyethane ethanol water | HCID 86587095 | — |
| Product | 6-(3-Methoxyphenyl)pyrimidin-4-amine | HCID 49758438 | 70% |
Reaction Steps
A mixture of 6-chloropyrimidin-4-amine (0.324 g, 2.5 mmol), 3-methoxyphenylboronic acid (0.475 g, 3.13 mmol), Na2CO3 (0.795 g, 7.50 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.035 g, 0.050 mmol) was suspended in DME/EtOH/water (15:2:3 mL), heated in the microwave synthesizer at 125° C. for 20 min and concentrated. The residue was purified by silica gel chromatography (10-60% ethyl acetate-hexanes) to afford 6-(3-methoxyphenyl)pyrimidin-4-amine (0.35 g, 1.74 mmol, 70% yield) as an off-white solid. LCMS R.T.=1.28; [M+H]+=201.98.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08309577B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-2e2542c194b746d0b7e12d86faae1097 |
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| Source note | uspto-grants-2012_11 |
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