HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → (6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4,6-Dichloro-2-methoxypyrimidine | HCID 12052160 | — |
| Reactant | 2-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-ethylamine hydrochloride | HCID 69073474 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | (6-Chloro-2-methoxy-pyrimidin-4-yl)-[2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethyl]-amine | HCID 57636005 | 79% |
Reaction Steps
To a solution of 4,6-dichloro-2-methoxy-pyrimidine (0.606 g, 3.38 mmol, Intermediate (4)] and 2-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-ethylamine hydrochloride (0.884 g, 3.72 mmol, Intermediate (62)]) in EtOH (11 mL) is added sodium bicarbonate (0.85 g, 10.14 mmol) and heated to reflux for 4 hours. The reaction mixture is filtered and filtrate is concentrated, residue solid is washed with small amount of EtOH to yield (6-chloro-2-methoxy-pyrimidin-4-yl)-[2-(2,2-difluoro-benzo[1,3]dioxol-5yl)-ethyl]-amine [0.918 g, 79%, Intermediate (63)] as a solid. LC/MS: MS: 344 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07517889B2 |
| Source dataset | uspto-grants-2009_04 |
| ORD ID | ord-7ce59485250f4e388268d5e20b2e78ff |
| Source note | uspto-grants-2009_04 |