HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1862322Generated: October 31, 2026
Dimethylformamide → 3-{2-Chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-isopropylidenaminoxycarbonylmethoxypyridine
https://huagongshe.com/reaction/1862322
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Acetone, oxime | HCID 67180 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-{2-Chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-carboxymethoxypyridine | HCID 21933523 | — |
| 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-isopropylidenaminoxycarbonylmethoxypyridine | HCID 21933518 | 47.9% |
Reaction Steps
0.13 g of 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride was added to 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-carboxymethoxypyridine [present compound 7-6], 49 mg of acetone oxime and 2 ml of N,N-dimethylformamide at room temperature, and stirred for 2 hours. Then the mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.16 g of 3-{2-chloro-4-fluoro-5-[3-methyl-2,6-dioxo-4-(trifluoromethyl)-1,2,3,6-tetrahydropyrimidin-1-yl]phenoxy}-2-isopropylidenaminoxycarbonylmethoxypyridine [present compound 7-118].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06537948B1 |
|---|
| Source dataset | uspto-grants-2003_03 |
|---|
| ORD ID | ord-26a0232d25194a41a8d70e0266eb90e7 |
|---|
| Source note | uspto-grants-2003_03 |
|---|