HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 10041978, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 6-Methoxy-3-(morpholine-4-sulfonyl)-1H-indole-2-carboxamide | HCID 10315129 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 10041978 | HCID 10041978 | — |
Reaction Steps
To a suspension of 6-methoxy-3-(morpholin-4-ylsulfonyl)-1H-indole-2-carboxamide from Example 5 (134 mg, 0.395 mmol) in 5 mL of dichloromethane at −78° C. was added boron tribromide solution (1 M in dichloromethane, 1.97 mmol). After 10 minutes the mixture was allowed to warm to room temperature, and stir for an additional 4 hours. The reaction was poured into a mixture of EtOAc and saturated aqueous NaHCO3 solution. The organic phase was washed with water and brine, dried with Na2SO4, filtered, and concentrated in vacuo. Trituration with chloroform gave the titled compound as a brown powder. HRMS (ES) exact mass calculated for C13H16N3O5S (M+H+): 326.0805. Found 326.0794.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07560546B2 |
| Source dataset | uspto-grants-2009_07 |
| ORD ID | ord-5fa43d8cb8e44ad29a095d51651dfccf |
| Source note | uspto-grants-2009_07 |