HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → 4-Amino-5-bromo-2-chloropyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | 5-Bromo-2,4-dichloropyrimidine | HCID 289973 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-Amino-5-bromo-2-chloropyrimidine | HCID 2763293 | — |
Reaction Steps
A 100 mL round bottom flask was charged with 5-bromo-2,4-dichloropyrimidine (10.0 g, 44 mmol), concentrated ammonium hydroxide (100 mL) and THF (150 mL). The resulting mixture was magnetically stirred at room temperature for 12 h. Work-up: the reaction mixture was diluted with water (100 mL) and then extracted with EtOAc (50 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel to afford 11 g (quantitative) of the product as a white solid. MS m/z: 208 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08569300B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-7023e8b791134b458a6dfdf31171833c |
| Source note | uspto-grants-2013_10 |