HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1653638Generated: October 25, 2026
Dimethylformamide → Methyl 6-(2-butenylamino)-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate
https://huagongshe.com/reaction/1653638
Participants
| Role | Name | HCID | Charge |
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| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Butene, 1-bromo- | HCID 122414 | — |
| Reactant | Methyl 3-[(4,6-dimethoxypyrimidin-2-yl)oxy]-6-aminopicolinate | HCID 15239974 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 6-(2-butenylamino)-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate | HCID 54239403 | 36.6% |
Reaction Steps
3.0 g (9.8 mmol) of methyl 6-amino-3-[(4,6-dimethoxypyrimidin-2-yl)oxy]picolinate, 1.5 g (10.8 mmol) of 2-butenyl bromide and 1.6 g (11.8 mmol) of potassium carbonate were added to 10 ml of DMF, and the mixture was stirred at 100° C. for one hour. After completion of the reaction, the reaction mixture was poured into water, then extracted with ethyl acetate, dried and concentrated. Then, the obtained residue was purified by column chromatography and crystallized to obtain a solid, which was washed with diisopropyl ether to obtain the desired product as colorless prism crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05403816 |
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| Source dataset | uspto-grants-1995_04 |
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| ORD ID | ord-ef863ee8d60d4f1bb065c2d1e357b5a2 |
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| Source note | uspto-grants-1995_04 |
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