HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 70866055, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Quinoxaline-6-carbonyl chloride | HCID 2776328 | — |
| Reactant | HCID 49766392 | HCID 49766392 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 70866055 | HCID 70866055 | 19.9% |
Reaction Steps
A flask is charged successively with 50 mg (0.14 mmol) of 2-bromo-N-(2-(hydroxymethyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)benzamide AT2-2BF2 (example 16), 5 mL of dichloromethane, 30 mg (0.15 mmol) of 6-quinoxalinecarbonyl chloride and 30 μL (0.22 mmol) of triethylamine. The solution is stirred at room temperature for 18 hours and then diluted in 60 mL of ethyl acetate, washed with 10 mL of saturated solution of sodium bicarbonate, 10 mL of water, and 10 mL of saturated solution of sodium chloride. The organic phase is then dried over sodium sulphate and evaporated under reduced pressure. The raw product is then purified by silica gel chromatography (ethyl acetate/petroleum ether eluent). 14 mg of a yellow solid is obtained (24%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08580815B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-a43c4cb1ddcc420397dd94a2091993ec |
| Source note | uspto-grants-2013_11 |