HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-chloro-N-[2-[2-(2,5-difluorophenyl)ethoxy]ethanimidoyl]pyrazine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-Chloro-2-pyrazine-carboxylic acid | HCID 1501900 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 2-[2-(2,5-Difluoro-phenyl)-ethoxy]-acetamidine hydrochloride | HCID 67099036 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-chloro-N-[2-[2-(2,5-difluorophenyl)ethoxy]ethanimidoyl]pyrazine-2-carboxamide | HCID 141215260 | — |
Reaction Steps
2-[2-(2,5-Difluoro-phenyl)-ethoxy]-acetamidine hydrochloride (158 mg, 0.631 mmol) was dissolved in DMF (3 ml) and 3-chloro-2-pyrazine-carboxylic acid (100 mg, 0.631 mmol), TBTU (213 mg, 0.662 mmol) and DIPEA (565 μl, 3.15 mmol) were added. The reaction mixture was stirred at ambient temperature for 4.5 h. Then water was added and the mixture was extracted three times with CH2Cl2. The combined organic extracts were washed with water and brine, dried (Na2SO4) and evaporated. The crude title compound (195 mg, brown gum) was used for the next reaction step without further purification. MS: m/e=355.2 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07928106B2 |
| Source dataset | uspto-grants-2011_04 |
| ORD ID | ord-9cd65c342cfd48b5ad6b7a84e8fda054 |
| Source note | uspto-grants-2011_04 |