HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 58541938, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | 2-(3,5-Dimethyl-1H-pyrazol-1-yl)benzaldehyde | HCID 12746731 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine | HCID 58541899 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58541938 | HCID 58541938 | 46% |
Reaction Steps
To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (64 mg, 0.25 mmol) in DMF (3 mL) is added 2-(3,5-dimethyl-pyrazol-1-yl)-benzaldehyde (50 mg, 0.25 mmol) at room temperature. Oxone (150 mg, 0.25 mmol) in H2O (1 mL) is added and the solution is stirred at the same temperature for 3 hours. The reaction is poured into water (25 mL) and sodium thiosulfate (sat., 50 mL). The product is extracted into EtOAc (2×) and the combined organics are then dried (MgSO4), filtered, and concentrated. Purification via flash chromatography (4 g silica gel, 0-6% MeOH/CH2Cl2) affords the title compound (50 mg, 46%). LCMS (ESMS): m/z 438.20 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420655B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-a5e23221ee9a471ca13623257fe7348f |
| Source note | uspto-grants-2013_04 |