HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indoline → (6-Chloropyrimidin-4-yl)-(2,3-dihydroindol-1-yl)-methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indoline | HCID 10328 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Chloropyrimidine-4-carbonyl chloride | HCID 18422098 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (6-Chloropyrimidin-4-yl)-(2,3-dihydroindol-1-yl)-methanone | HCID 58117518 | — |
Reaction Steps
0.50 g (2.83 mmol) 6-chloropyrimidine-4-carboxylic acid chloride in 20 mL dichloromethane were cooled with an ice/ethanol bath and combined with 0.30 mL (2.68 mmol) 2,3-dihydro-1H-indole. 2.7 mL (2.7 mmol) of a 1M sodium hydroxide solution were added dropwise. The reaction mixture was stirred for 2 h with cooling and for 1 h at RT. Then 50 mL of an aqueous saturated sodium hydrogen carbonate solution were added. After 10 min stirring the organic phases was separated off and washed with water and 1 M hydrochloric acid. The organic phases was dried on magnesium sulphate, filtered and evaporated down i.vac.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110575B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-7d576f66458542559c2521d0d6394212 |
| Source note | uspto-grants-2012_02 |