HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trimethyl orthoformate → 5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | 2,2-Dimethyl-1,3-dioxane-4,6-dione | HCID 16249 | — |
| Reactant | 3-Bromo-2-methoxypyridin-4-amine | HCID 45588365 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 5-[(3-Bromo-2-methoxy-pyridin-4-ylamino)-methylene]-2,2-dimethyl-[1,3]dioxane-4,6-dione | HCID 67317593 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A two necked RBF equipped with a reflux condenser was charged with Meldrum's acid (15.6 g, 108 mmol) and trimethyl orthoformate (143 mL). The reaction mixture was heated 100° C. for 2 h. 4-amino-3-bromo-2-methoxypyridine (22 g, 108 mmol) was added and heating was continued for an additional 4 h at 100° C. The reaction mixture was allowed to cool to RT, diluted with hexane and filtered to obtain the product as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557816B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-a4d5e0d181ce4e11a19ffb8bbd7d3844 |
| Source note | uspto-grants-2013_10 |