HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethanol → 5-(2-(2,6-Dichlorobenzyl)pyrimidin-4-yl)-4-methylthiazol-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethanol | HCID 8019 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,6-Dichlorophenylacetamidine | HCID 597357 | — |
| Reactant | N'-[5-((E)-3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethylformamidine | HCID 67218484 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(2-(2,6-Dichlorobenzyl)pyrimidin-4-yl)-4-methylthiazol-2-amine | HCID 57506653 | — |
Reaction Steps
A mixture of N′-[5-((E)-3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethyl-formamidine (1 g), 2,6-dichlorophenylacetamidine (0.90 g) and 2-methoxyethanol (3.8 ml) is stirred at room temperature for 30 minutes. NaOH (0.3 g) is added and the mixture stirred at 125° C. for 1 hr. After cooling to room temperature water is added and the mixture evaporated to dryness and then purified by normal phase chromatography on silica gel eluting with a gradient from CH2Cl2 to EtOAc to give the title compound as a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940771B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-87aa7ac5cf504dbd8a5229bb442c9d08 |
| Source note | uspto-grants-2015_01 |