HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-methyl-2-pyrrolidone → N-[6-(azetidin-1-yl)-3-pyridinyl]-3-dimethylsilyl-1-[(3-fluorophenyl)methyl]-5-propan-2-ylindole-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | Pentapotassium Triphosphate | HCID 61695 | — |
| Reactant | Dimethyl(1-methylethyl)silane | HCID 4133535 | — |
| Reactant | HCID 66850586 | HCID 66850586 | — |
| Catalyst | HCID 178418851 | HCID 178418851 | — |
| Product | N-[6-(azetidin-1-yl)-3-pyridinyl]-3-dimethylsilyl-1-[(3-fluorophenyl)methyl]-5-propan-2-ylindole-2-carboxamide | HCID 131730344 | — |
Reaction Steps
Compound No. 21 was prepared according to a process similar to that described in stage 8.4, by reacting 0.15 g (0.31 mmol) of N-[6-(azetidin-1-yl)pyridin-3-yl]-5-bromo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxamide, prepared according to the protocol described in stage 17.3, with 95 mg (0.93 mmol) of dimethyl(isopropyl)silane in the presence of 0.2 g (0.94 mmol) of potassium triphosphate and of 16 mg (0.03 mmol) of bis(tri-tert-butylphosphine)palladium in 2 ml of dry 1-methyl-2-pyrrolidinone (NMP). 23 mg of the expected product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399491B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-cd1c6a6fcae240f3a166d0550446c94a |
| Source note | uspto-grants-2013_03 |