HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 86345770, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 8-(4-Morpholinyl)imidazo[1,2-a]pyrazine-2-carboxaldehyde | HCID 84695512 | — |
| Reactant | HCID 117728170 | HCID 117728170 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86345770 | HCID 86345770 | — |
Reaction Steps
A solution of compound 45a (124 mg, 0.353 mmol) in DMF (3.5 mmol) was treated with 60% NaH (42.3 mg, 1.05 mmol) at 0° C. The resulting mixture was stirred at rt for 15 min, cooled to 0° C. and treated with compound 45b (90.2 mmol, 0.388 mmol) in THF (2 mL). The resulting mixture was stirred for 30 min, cooled in a dry ice/acetone bath and treated with HOAc (0.060 mL, 1.05 mmol). The reaction mixture was then allowed to warm to rt and the pH was adjusted to about 5 with concentrated HCl. The precipitate formed was collected by filtration and dried under reduced pressure to obtain (E)-2-(2-(8-morpholinoimidazo[1,2-a]pyrazin-2-yl)vinyl)quinoline-4-carboxylic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249163B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-e8f015bc5e474831824a9e81c46b7d7f |
| Source note | uspto-grants-2016_02 |