HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 58542059, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Thiosulfate | HCID 24477 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 53836832 | HCID 53836832 | — |
| 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 58542059 | HCID 58542059 | 10.5% |
Reaction Steps
To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (150 mg, 0.58 mmol) in DMF (5 mL) is added 2-(1H-pyrazol-4-yl)-benzaldehyde (100 mg, 0.58 mmol) at room temperature. Oxone (360 mg, 0.58 mmol) in H2O (1 mL) is added and the reaction is stirred at the same temperature for 3 hours. The reaction is poured into water (75 mL) and sodium thiosulfate (sat., 15 mL). The product is extracted into EtOAc (3×) and the combined organics are then dried (MgSO4), filtered, and concentrated. Purification via flash chromatography (12 g silica gel, 0-10% MeOH/CH2Cl2) gives the title compound (25 mg, 10%). LCMS (ESMS): m/z 410.20 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420655B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-400a618e09e349f19d4d1265b4290c35 |
| Source note | uspto-grants-2013_04 |