HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069378Generated: October 31, 2026
Sodium Carbonate → 4-(6-Methoxypyridin-3-yl)-5-methylpyrimidin-2-amine
https://huagongshe.com/reaction/2069378
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-Chloro-5-methylpyrimidin-2-amine | HCID 588628 | — |
| Reactant | (6-Methoxypyridin-3-yl)boronic acid | HCID 2734368 | — |
| Product | 4-(6-Methoxypyridin-3-yl)-5-methylpyrimidin-2-amine | HCID 57856184 | 43% |
Reaction Steps
To 4-chloro-5-methylpyrimidin-2-amine (250 mg, 1.74 mmol), tetrakistriphenylphosphine palladium (0) (100 mg, 0.087 mmol) and 6-methoxypyridin-3-ylboronic acid (398 mg, 2.60 mmol), 1,2-DME (6 mL) and Na2CO3 (1.74 mL, 2 M, 3.47 mmol) were added and heated to 120° C. in a microwave reactor for 30 minutes. The reaction mixture was filtered using acetonitrile and the filtrate was dried over anhydrous Na2SO4 and evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel to yield 4-(6-methoxypyridin-3-yl)-5-methylpyrimidin-2-amine (160 mg, 43%). ESI-MS m/z calc. 216.10, found 217.5 (M+1)+. Retention time 0.52 minutes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299099B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-edeca402091e41fc9fd38d715f13315f |
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| Source note | uspto-grants-2012_10 |
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