HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Cyclohexylacetyl isothiocyanate → 2-Cyclohexyl-N-(3-fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Cyclohexylacetyl isothiocyanate | HCID 21890498 | — |
| Reactant | 3-Fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)benzenamine | HCID 59424480 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-Cyclohexyl-N-(3-fluoro-4-(2-(1-methyl-1H-imidazol-2-yl)thieno[3,2-b]pyridin-7-yloxy)phenylcarbamothioyl)acetamide | HCID 86604188 | 36.2% |
Reaction Steps
To a suspension of 219 (50 mg, 0.145 mmol) in THF (1.5 mL) was added 2-cyclohexylacetyl isothiocyanate (40 mg, 0.22 mmol) [P. A. S. Smith and R. O. Kan. J. Org. Chem., 1964, 2261] and the reaction mixture was stirred for 3 hours transferred onto a flash chromatography column and eluted with EtOAc-MeOH mixture (19:1), to afford title compound 220a (27.5 mg, 31% yield) as a light yellow solid. Characterization of 220a is provided in the table 21.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470850B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-c106640199514ccca17463c23789b7eb |
| Source note | uspto-grants-2013_06 |