HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Amino-4,6-dichloropyrimidine → 4-Chloro-6-[2-(4,5,6,7-tetrahydro-1H-benzimidazol-2-yl)-4-morpholinyl]-2-pyrimidinamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Amino-4,6-dichloropyrimidine | HCID 65522 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-(2-Morpholinyl)-4,5,6,7-tetrahydro-1H-benzimidazole | HCID 58504414 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 4-Chloro-6-[2-(4,5,6,7-tetrahydro-1H-benzimidazol-2-yl)-4-morpholinyl]-2-pyrimidinamine | HCID 86659181 | 15.5% |
Reaction Steps
A solution of 2-(2-morpholinyl)-4,5,6,7-tetrahydro-1H-benzimidazole (0.8 g, 3.86 mmol), 4,6-dichloro-2-pyrimidinamine (0.633 g, 3.86 mmol) and Hunig's base (1.681 mL, 9.65 mmol) in ethanol (19.3 mL) was heated at 85° C. overnight. The mixture was concentrated and chromatographed (eluent EtOAc+NH4OH) to afford the title compound (200 mg). LC-MS (ES) m/z=335 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08697685B2 |
| Source dataset | uspto-grants-2014_04 |
| ORD ID | ord-cc0151e8c17f46ad9fe9effb159197be |
| Source note | uspto-grants-2014_04 |