HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → HCID 178461599, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | HCID 178461602 | HCID 178461602 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178461599 | HCID 178461599 | 46.4% |
Reaction Steps
2-((S)-3-Methyl-morpholin-4-yl)-6-((R)-3-methyl-morpholin-4-yl)-9H-purine (786 mg, 2.47 mmol) were dissolved in CH2Cl2 (25 mL). Bromine (0.16 mL, 3.09 mmol) diluted in 2 mL of CH2Cl2 was added slowly within 2 minutes. The reaction mixture was stirred for 6 hours at room temperature. Aqueous Na2S2O3 (10 mL) was added to the reaction mixture, and stirring was continued for 15 minutes. The organic layer was washed with brine and aqueous NaHCO3. Drying over Na2SO4, filtering and concentration under reduced pressure gave a residue, which was purified by column chromatography (40 g SiO2, heptane/EtOAc in a gradient from 2/3 to 4/1) to give the product as a foam (455 mg, 46%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09334271B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-70166902903642bb9a305b9a8fe17d50 |
| Source note | uspto-grants-2016_05 |