HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 11583821, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 2,5-Dimethoxytetrahydrofuran | HCID 79098 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 68922200 | HCID 68922200 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11583821 | HCID 11583821 | — |
Reaction Steps
N-(4-amino-phenyl)-N-[1-(4-methoxy-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-acetamide (22 mg, 0.05 mmol) was dissolved in MeOH:THF (1 mL each) and cooled to 10° C. 2,5-dimethoxy-tetrahydrofuran (1.25 equiv.) was dissolved in THF and catalytic H2SO4, and added drop wise to the aniline mixture. The mixture was poured into sat. NaHCO3 and extracted with ethyl acetate. The organic layer was dried, filtered and concentrated, and the crude residue was purified by preparative HPLC to afford the title compound as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07504508B2 |
| Source dataset | uspto-grants-2009_03 |
| ORD ID | ord-488ed7ba3be84fecb01dc4ac52382e51 |
| Source note | uspto-grants-2009_03 |