HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-piperidin-1-yl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4,5-Trichloropyrimidine | HCID 237259 | — |
| Reactant | 2-Amino-5-(piperidin-1-yl)benzamide | HCID 10727606 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(2,5-Dichloro-pyrimidin-4-ylamino)-5-piperidin-1-yl-benzamide | HCID 86633885 | 58.8% |
Reaction Steps
To a solution of 2-amino-5-piperidin-1-yl-benzamide (1.05 g, 4.6 mmol, Heterocyclic Comm. 2001, 7, 473-480) in THF (10 mL) was added K2CO3 (0.76 g, 5.5 mmol) and 2,4,5-trichloropyrimidine (0.84 g, 4.6 mmol). After stirring for 72 h, addition of water (5 mL) gave a precipitate that was removed by filtration and washed with water (5×3 mL) and ether (3×2 mL) to afford 2-(2,5-dichloro-pyrimidin-4-ylamino)-5-piperidin-1-yl-benzamide as a yellow solid (0.99 g) that was used without further purification in the subsequent step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148391B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-a5b68180a5ed492bb5df58e9a3c2f4f6 |
| Source note | uspto-grants-2012_04 |