HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → (6-Chloro-pyrimidin-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 | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (6-Chloro-pyrimidin-4-yl)-(5-fluoro-2,3-dihydro-indol-1-yl)-methanone | HCID 58117506 | — |
Reaction Steps
0.92 g (4.9 mmol) 6-chloro-pyrimidine-4-carboxylic acid chloride in 40 mL DCM were cooled in a bath of ice/acetone and mixed with 0.67 g (4.9 mmol) 5-fluoro-2,3-dihydro-1H-indole. Then 5.0 mL (5.0 mmol) of a 1N aqueous sodium hydroxide solution were added dropwise and the mixture was stirred for 1 h with cooling. 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 a 1N aqueous hydrochloric acid solution and with water, dried and evaporated down.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08829006B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-f80c42c1602144118c73f0789d62eec9 |
| Source note | uspto-grants-2014_09 |