HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[2-(3-tert-Butyl-phenylamino)-quinoxalin-6-yloxy]-pyridine-2-carboxylic Acid Methylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-N-methylpicolinamide | HCID 1476814 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | 2-(3-tert-Butyl-phenylamino)-quinoxalin-6-ol | HCID 136145054 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[2-(3-tert-Butyl-phenylamino)-quinoxalin-6-yloxy]-pyridine-2-carboxylic Acid Methylamide | HCID 11750699 | — |
Reaction Steps
The mixture containing 2-(3-tert-butyl-phenylamino)-quinoxalin-6-ol (1 eq), potassiumbis(trimethylsilyl)amide (4eq), was stirred in dimethylformamide for 30 min. at room temperature. To this mixture was added 4-chloro-pyridine-2-carboxylic acid methylamide (1 eq) and potassium carbonate (1.2 eq) and microwaved for 6 mins. at 170° C. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered and concentrated. Purification on Prep LC yielded the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691866B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-56526b2e1b914cc5982377d356bb5195 |
| Source note | uspto-grants-2010_04 |