HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59158Generated: October 29, 2026
Cesium carbonate → 6-((Cyclopropylmethoxy)methyl)-N2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-methylpyrimidine-2,4-diamine
https://huagongshe.com/reaction/59158
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-(Dicyclohexylphosphino)biphenyl | HCID 2734216 | — |
| Reactant | 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline | HCID 45480181 | — |
| Reactant | HCID 117821166 | HCID 117821166 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Product | 6-((Cyclopropylmethoxy)methyl)-N2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl)-N4-methylpyrimidine-2,4-diamine | HCID 86344615 | — |
Reaction Steps
A mixture of 2-chloro-6-((cyclopropylmethoxy)methyl)-N-methylpyrimidin-4-amine (41 mg, 0.18 mmol), 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)aniline (73 mg, 0.36 mmol), cesium carbonate (117 mg, 0.36 mmol), palladium acetate (6 mg, 0.03 mmol) and 2-(dicyclohexyl-phosphino)biphenyl (9 mg, 0.03 mmol) was stirred under argon at 120° C. for 90 minutes in microwave oven. The mixture was filtered through a short silica gel plug which was washed with 10% solution of methanol in ethyl acetate (75 mL). The eluate was concentrated and the residue was purified by preparative HPLC to give the title compound as a dry film (30 mg, 42%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09439904B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-02c8479d3b5542c9a7d3b0fe598a1b0a |
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| Source note | uspto-grants-2016_09 |
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