HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(3-fluoro-4-methylphenyl)-7-({2-[(methylamino)carbonyl]-pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 3-Fluoro-4-methylphenyl isocyanate | HCID 2737398 | — |
| Reactant | N-methyl-4-(1,2,3,4-tetrahydroisoquinolin-7-yloxy)pyridine-2-carboxamide | HCID 58902413 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-(3-fluoro-4-methylphenyl)-7-({2-[(methylamino)carbonyl]-pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxamide | HCID 58902290 | — |
Reaction Steps
To a solution of N-methyl-4-(1,2,3,4-tetrahydroisoquinolin-7-yloxy)pyridine-2-carboxamide (34 mg, 0.12 mmol) in DMF (1 mL) was added to 2-fluoro-4isocyanato-1-methylbenzene (21.8 mg, 0.144 mmol). The reaction mixture was allowed to stir for 24 h. Water added and the resulting solid was separated and purified by reverse phase HPLC to N-(3-fluoro-4-methylphenyl)-7-({2-[(methylamino)carbonyl]-pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxamide (32 mg, 61%). LCMS: (AA) ES+) 435.5.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110687B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-92b88351ad104bc393954680d611d3a8 |
| Source note | uspto-grants-2012_02 |