HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 908315Generated: November 1, 2026
Potassium Carbonate → N-(6-(1-(3-(dimethylamino)propylamino)isoquinolin-5-yl)naphthalen-2-yl)thiophene-3-carboxamide
https://huagongshe.com/reaction/908315
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl)thiophene-3-carboxamide | HCID 67386422 | — |
| Reactant | 5-bromo-N-(3-(dimethylamino)propyl)isoquinolin-1-amine | HCID 67386828 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(6-(1-(3-(dimethylamino)propylamino)isoquinolin-5-yl)naphthalen-2-yl)thiophene-3-carboxamide | HCID 58828836 | 40% |
Reaction Steps
To a microwave vial containing 5-bromo-N-(3(dimethylamino)propyl) isoquinolin-1-amine (Step 5, 0.055 g, 0.2 mmol) in 1,4-Dioxane (2 mL), was added N-(6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)naphthalen-2-yl)thiophene-3-carboxamide (0.100 g, 0.3 mmol), Fibrecat catalyst (0.005 g, 5% by wt.), along with 2 M Potassium Carbonate (0.5 mL, 1 mmol). The reaction mixture was placed into CEM Microwave for 10 minutes at 80° C., while supplying 60 Watts of energy via power-max. The mixture was diluted with DCM and H2O, and extracted with DCM (3×10 mL). Then dried organics (over sodium sulfate), was filtered, and concentrated in-vacuo. The crude was purified on reverse-phase HPLC. This gave an off-white amorphous solid after drying, which was titled product (0.023 g, 0.08 mmol). MS (ESI pos. ion) m/z: 481 (M+H). Calc'd Exact Mass for C29H28N4OS: 480
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08017601B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-a3825149c8b346c484fe402862c5fc2d |
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| Source note | uspto-grants-2011_09 |
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