HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-(4-Fluoro-phenyl)-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 4-Fluorophenylboronic acid | HCID 285645 | — |
| Reactant | 5-Chloro-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide | HCID 57771726 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(4-Fluoro-phenyl)-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide | HCID 57771735 | 25% |
Reaction Steps
Place 5-chloro-pyrazine-2-carboxylic acid {2-[(2-dimethylamino-ethyl)-methyl-amino]-benzothiazol-6-yl}-amide (73 mg, 0.187 mmol), Pd(PPh3)4 (29 mg, 0.025 mmol), 4-fluorophenyl boronic acid (27 mg, 0.193 mmol), and potassium carbonate (134 mg, 0.97 mmol) in a solution of 1,4-dioxane (5 mL) and water (1 mL): Heat the reaction to reflux overnight. Chromatograph (silica gel, eluting with 7-17% MeOH:DCM) to yield 21 mg (25%) of the title compound. mass spectrum (ion-spray): (m/z)=503.0 (M+1). Retention time=4.51 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07838543B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-232a5755994a4215a3a5296a940eb6fe |
| Source note | uspto-grants-2010_11 |