HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 426255Generated: October 30, 2026
Potassium Carbonate → 3-[5-Cyclopropyl-3-(2,6-difluoro-pyridin-4-ylmethyl)-2,6-dioxo 1,2,3,6tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile
https://huagongshe.com/reaction/426255
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Lithium iodide | HCID 66321 | — |
| Reactant | 4-(Bromomethyl)-2,6-difluoropyridine | HCID 59184677 | — |
| Reactant | 3-(5-Cyclopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrile | HCID 59184704 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-[5-Cyclopropyl-3-(2,6-difluoro-pyridin-4-ylmethyl)-2,6-dioxo 1,2,3,6tetrahydro-pyrimidine-4-carbonyl]-5-methyl-benzonitrile | HCID 25029683 | 9% |
Reaction Steps
3-(5-Cyclopropyl-2,6-dioxo-1,2,3,6-tetrahydro-pyrimidine-4-carbonyl)-5-methyl-benzonitrile (10 mg, 0.034 mmol) was dissolved in 0.5 mL DMF. Potassium carbonate (4.7 mg, 1 eq.) and 4-bromomethyl-2,6-difluoro-pyridine (7 mg, 1 eq.) were added to the reaction, followed by lithium iodide (4.5 mg, 1 eq.) The reaction was stirred at room temperature overnight. Ethyl acetate was added to the reaction mixture, followed by washing with brine. The organic layer was concentrated down and purified by reversed phase HPLC (MeCN/water) to give white powder (1.2 mg, 9%). LC-MS shows 420.9 (M−1). 1H NMR (300 MHz, CD3OD): δ 8.40 (s, 1H), 7.97 (s, 1H), 7.79 (s, 1H), 7.76 (s, 1H), 6.58 (s, 2H), 4.85 (s, 2H), 2.44 (s, 3H), 1.01 (m, 1H), 0.72 (m, 3H), 0.43 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08106064B2 |
|---|
| Source dataset | uspto-grants-2012_01 |
|---|
| ORD ID | ord-e07ea8ff283443009773b7099daacf2c |
|---|
| Source note | uspto-grants-2012_01 |
|---|