HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(2-(4-amino-2-methylphenoxy)pyridin-3-yl)-N-methylpyrimidin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 5-Amino-2-hydroxytoluene | HCID 76081 | — |
| Reactant | 4-(2-chloro-3-pyridinyl)-N-methyl-2-pyrimidinamine | HCID 16109004 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-(2-(4-amino-2-methylphenoxy)pyridin-3-yl)-N-methylpyrimidin-2-amine | HCID 46929542 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
4-Amino-2-methyl-phenol (84 mg, 0.68 mmol), Cs2CO3 (665 mg, 2.04 mmol) and NMP (2.5 mL) were combined. The mixture was heated for 5 minutes at 100° C., cooled to RT and [4-(2-chloro-pyridin-3-yl)-pyrimidin-2-yl]-methyl-amine (150 mg, 0.68 mmol) was added. The mixture was heated in the microwave to 210° C. for 20 minutes, cooled, filtered through a plug of cotton and purified by reverse-phase HPLC (Gilson, acidic mobile phase) to yield the title compound. MS m/z=308 [M+1]+. Calc'd for C17H17N5O: 307.36.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07880000B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-30aa7e8e9d1f468cad1cb0a6438a3851 |
| Source note | uspto-grants-2011_02 |