HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → (2,6-Dichloro-pyridin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 5-Fluoroindoline | HCID 2774463 | — |
| Reactant | 2,6-Dichloro-isonicotinoyl chloride | HCID 2781643 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (2,6-Dichloro-pyridin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone | HCID 58386613 | — |
Reaction Steps
2.0 g (9.5 mmol) 2,6-dichloro-pyridine-4-carboxylic acid chloride in 50 mL DCM were cooled in the ice/EtOH bath and combined with 1.3 g (9.6 mmol) 5-fluoro-2,3-dihydro-1H-indole. In addition 9.6 mL (9.6 mmol) of a 1N aqueous sodium hydroxide solution were added dropwise and the mixture was stirred for 2 h while being cooled and for 1 h at RT. Then 50 mL of a saturated sodium hydrogen carbonate solution were added and the mixture was stirred for a further 10 min. The organic phase was separated off, extracted with 1N aqueous hydrochloric acid solution and with water, dried on sodium sulphate and evaporated down.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829006B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-aac0edd0abf941448d699b3cd2271efd |
| Source note | uspto-grants-2014_09 |