HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → HCID 59490356, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | HCID 59490563 | HCID 59490563 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59490356 | HCID 59490356 | — |
Reaction Steps
To a solution of 3-(4-methoxybenzyl)-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline-7-carboxylic acid (0.072 g, 0.21 mmol), diisopropylethylamine (0.1 mL), aniline (23 μl, 0.21 mmol) in dimethylformamide (5 mL) was added HBTU (0.121 g). The mixture was stirred at room temperature for 24 hours, poured into ethyl acetate (100 mL) and washed with water (200 mL). The organic layer was dried with anhydrous magnesium sulfate and evaporated to dryness to give crude 3-(4-methoxybenzyl)-N-phenyl-6,7,8,9-tetrahydro-3H-pyrazolo[3,4-c]isoquinoline-7-carboxamide as a brown oil, which was used in the next step without any further purification. LCMS [M+H]: 413.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08263610B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-178b725f13024af1a28dc97f878245c9 |
| Source note | uspto-grants-2012_09 |