HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(3-fluoro-4-methoxyphenyl)-ethyl]amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-(3-Fluoro-4-methoxyphenyl)ethanamine | HCID 426300 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,6-Dichloro-2-methoxypyrimidine | HCID 12052160 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(3-fluoro-4-methoxyphenyl)-ethyl]amine | HCID 57636065 | 90.5% |
Reaction Steps
A solution of 4,6-dichloro-2-methoxypyrimidine [0.7 g, Intermediate (4)], 2-(3-fluoro-4-methoxy-phenyl)-ethylamine [0.66 g, Intermediate (3)] and sodium bicarbonate (0.88 g) in EtOH (25 mL) is heated at 80° C. for three hours and poured into water (400 mL). The resulting solid is filtered and air dried affording (6-chloro-2-methoxy-pyrimidin-4-yl)-[2-(3-fluoro-4-methoxyphenyl)-ethyl]amine [1.1 g, Intermediate (5)]. MS: 312 (M+H); 1H NMR (CDCl3): δ 6.9-7 (3H, m); 6.05 (1H, s); 3.95 (3H, s); 3.85 (3H, s); 3.6-3.7 (2H, m); 2.95 (2H, t).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193183B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-03c53c5cf6ae4ac5b204796e0d0487e0 |
| Source note | uspto-grants-2012_06 |