HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2,3-Dihydrobenzofuran-2-yl)methanamine → (6-Chloro-2-methoxy-pyrimidin-4-yl)-(2,3-dihydro-benzofuran-2-ylmethyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2,3-Dihydrobenzofuran-2-yl)methanamine | HCID 29905 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,6-Dichloro-2-methoxypyrimidine | HCID 12052160 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | (6-Chloro-2-methoxy-pyrimidin-4-yl)-(2,3-dihydro-benzofuran-2-ylmethyl)-amine | HCID 86615711 | 74.5% |
Reaction Steps
A mixture of 4,6-dichloro-2-methoxy-pyrimidine (0.41 g, 2.3 mmol), C-(2,3-dihydro-benzofuran-2-yl)-methylamine (0.52 g, 3.47 mmol), and NaHCO3 (0.97 g, 12 mmol) in EtOH (7 mL) is heated to reflux for 3 h. The mixture is diluted with water (8 mL), filtered, washed (water). The solid is dissolved in EtOAc, dried (MgSO4), filtered, and concentrated in vacuo to afford (6-chloro-2-methoxy-pyrimidin-4-yl)-(2,3-dihydro-benzofuran-2-ylmethyl)-amine (0.5 g) as a solid. LCMS: RT=2.59 minutes; MS: 292 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517889B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-304729d746864cfc817966688d06d4c7 |
| Source note | uspto-grants-2009_04 |