HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178468663, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 1-(dimethylamino-methyleneamino)-1H-pyrrole-2,5-dicarboxylic acid diethyl ester | HCID 69326532 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178468663 | HCID 178468663 | 50.9% |
Reaction Steps
To a solution of n-BuLi (1.6 M in hexanes) (290 μl, 0.465 mmol) in THF (1 ml) was added a solution of CH3CN (19.1 mg, 0.465 mmol) in THF (2 ml) dropwise at 0° C. The mixture was stirred for 20 min, then a solution of 406D (62 mg, 0.221 mmol) in THF (5 ml) was added. After the mixture was stirred for 40 min, the reaction temperature was lowered to −78° C., AcOH (38 μl, 0.663 mmol) was added. The reaction mixture was then stirred at rt overnight. Solvent was removed, 406E (26 mg, 50%) was obtained as a yellowish solid after preparative HPLC purification. LCMS Found: (M+H)+=232.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07030112B2 |
| Source dataset | uspto-grants-2006_04 |
| ORD ID | ord-15e945e4c1074be3844fbc3385bfa948 |
| Source note | uspto-grants-2006_04 |