HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → [4-(4-Amino-isoquinolin-1-yl)-piperazin-1-yl]-(2-fluoro-phenyl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | (2-Fluoro-phenyl)-[4-(4-nitro-isoquinolin-1-yl)-piperazin-1-yl]-methanone | HCID 69055062 | — |
| Solvent | Water | HCID 962 | — |
| Product | [4-(4-Amino-isoquinolin-1-yl)-piperazin-1-yl]-(2-fluoro-phenyl)-methanone | HCID 57832822 | 65.1% |
Reaction Steps
Add Na2S2O4 (60.87 g, 39.4 mmol) followed by NH4OH 32% (15 mL) to (2-fluoro-phenyl)-[4-(4-nitro-isoquinolin-1-yl)-piperazin-1-yl]-methanone (3 g, 7.89 mmol) in 170 mL of 1:1 mixture of THF:H2O and stir for 90 min. Dilute with water and extract with AcOEt several times. Combine organics and wash with saturated aq. sodium chloride, dry over Na2SO4 and evaporate under reduced pressure to give 1.8 g of the title compound as a solid. LCMS ES+ (m/z) 351.2 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07582638B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-57a70230a3bf4ae287e5f288719c0262 |
| Source note | uspto-grants-2009_09 |