HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (3-Amino-pyrazin-2-yl)-(4-chloro-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran toluene | HCID 22635083 | — |
| Reactant | 3-Amino-pyrazine-2-carboxylic acid methoxy-methylamide | HCID 86634549 | — |
| Reactant | HCID 178478191 | HCID 178478191 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (3-Amino-pyrazin-2-yl)-(4-chloro-phenyl)-methanone | HCID 68629738 | — |
Reaction Steps
A solution of 0.9 M 4-chlorophenyl magnesium bromide in THF/toluene (9.15 ml, 8.24 mmol) is added dropwise to a solution of 3-amino-pyrazine-2-carboxylic acid methoxy-methylamide (0.5 g, 2.74 mmol) in THF (15 ml) at 0° C. The reaction is allowed to warm to room temperature and stirred for 1.5 hours. The reaction mixture is cooled to 0° C. and 2 M HCl (20 ml) is added. The product is extracted into EtOAc (3×40 ml), dried (MgSO4) and concentrated in vacuo. Purification by flash chromatography (SiO2, 0-5% MeOH in DCM) yields (3-Amino-pyrazin-2-yl)-(4-chloro-phenyl)-methanone as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08268834B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-ede9daa107f94e53b800887978d33ac7 |
| Source note | uspto-grants-2012_09 |