HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → N-(1,2,3,4-Tetrahydroisoquinolin-5-yl)-5-chloro-2,4-dimethoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,1-Dimethylethyl 5-[(5-chloro-2,4-dimethoxybenzoyl)amino]-3,4-dihydro-2(1H)-isoquinolinecarboxylate | HCID 18687395 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(1,2,3,4-Tetrahydroisoquinolin-5-yl)-5-chloro-2,4-dimethoxybenzamide | HCID 18687356 | — |
Reaction Steps
To a solution of 5-chloro-2,4-dimethoxy-N-[2-(tert-butoxycarbonyl)-1,2,3,4-tetrahydroisoquinolin-5-yl]benzamide (1 g) in dichloromethane (30 ml) at 0° C. was added trifluoracetic acid (3 ml). The mixture was then stirred at room temperature for 3h before pouring into saturated aqueous sodium bicarbonate (100 ml) and extracting with dichloromethane. The organic phase was dried over sodium sulfate and concentrated in vacuo to afford the title compound as an off white solid (700 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06110934 |
| Source dataset | uspto-grants-2000_08 |
| ORD ID | ord-9ecb945c40ac4551ad50d19142478f3e |
| Source note | uspto-grants-2000_08 |