HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178450685, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tert-butyl 4-formylbenzoate | HCID 2751588 | — |
| Reactant | 4-(5-amino-1H-1,2,4-triazol-3-ylamino)-2,6-dichlorobenzonitrile | HCID 72706756 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178450685 | HCID 178450685 | 53.2% |
Reaction Steps
To a solution of 4-(5-Amino-1H-[1,2,4]triazol-3-ylamino)-2,6-dichloro-benzonitrile (60 mg, 223 μmol) in MeOH (3.5 ml) was added tert-butyl 4-formylbenzoate (55.2 mg, 268 μmol) followed by acetic acid (21.0 mg, 20 μl, 349 μmol). The reaction was stirred at room temperature for 15 minutes, 2-picoline borane complex (32.2 mg, 349 μmol) was added and the stirring was continued for 4 days. The reaction mixture was poured into 0.1N HCl solution (20 ml) and let stand. The resulting suspension was filtered to collect the solid. Purification by super fluid chromatography and trituration from acetonitrile afforded a white solid as desired product (54.5 mg, 53% yield). MS +m/z: 459 (M+H)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428469B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-6f4e9985294443d3b01cef9b016a78cc |
| Source note | uspto-grants-2016_08 |