HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 58542016, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine | HCID 58541899 | — |
| Reactant | HCID 58541915 | HCID 58541915 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58542016 | HCID 58542016 | 31.3% |
Reaction Steps
To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (74 mg, 029 mmol) in DMF (10 mL) is added 2-isoxazol-5-yl-benzaldehyde (60 mg, 0.29 mmol) at room temperature. Oxone (177 mg, 0.29 mmol) in H2O (1 mL) is added and the solution is stirred at the same temperature for 3 hours. Saturated sodium thiosulfate (10 mL) is added and the mixture is extracted with EtOAc (3×10 mL) and H2O (10 mL). The combined organic layer is dried with MgSO4 (1 g) and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2Cl2 as the eluent to afford the title compound (37 mg, 31%). LCMS (ESMS): m/z: 411.40 (M++1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420655B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-6c5bb6b9d98f42abb69f8c2de66f81fe |
| Source note | uspto-grants-2013_04 |