HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Pentanol → 3-{2-Chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(n-pentyloxycarbonyl)methoxypyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Pentanol | HCID 6276 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 3-[2-Chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-1,2,3,6-tetrahydropyrimidin-1-yl)phenoxy]-2-(methoxycarbonylmethoxy)pyridine | HCID 12056739 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-{2-Chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(n-pentyloxycarbonyl)methoxypyridine | HCID 18619160 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 0.30 g of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(methoxycarbonyl)methoxypyridine [present compound 7-7], 0.06 g of sodium carbonate and 3.0 ml of n-pentanol was stirred for 1.5 hours at 100° C. The reaction solution was cooled to room temperature, then, poured into water, and extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.07 g of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-(n-pentyloxycarbonyl)methoxypyridine [present compound 7-50].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06537948B1 |
| Source dataset | uspto-grants-2003_03 |
| ORD ID | ord-3d8db458b9434461886c46abd2996db8 |
| Source note | uspto-grants-2003_03 |