HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Thiosulfate → HCID 53239643, 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 58542000 | HCID 58542000 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53239643 | HCID 53239643 | 38% |
Reaction Steps
To a solution of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (100 mg, 0.38 mmol) in DMF (3 mL) is added 5-methoxy-2-(3-methyl-pyrazol-1-yl)-benzaldehyde (90 mg, 0.42 mmol) at room temperature. Oxone (230 mg, 0.38 mmol) in H2O (1 mL) is added and the solution is stirred at the same temperature for 12 hours. The reaction is poured into water (25 mL) and sodium thiosulfate (sat., 20 mL). The product is extracted into EtOAc (3×) and the combined organics are then dried (MgSO4), filtered, and concentrated. Purification via flash chromatography (silica gel, 0-8% MeOH/CH2Cl2) affords the title compound (65 mg, 38%). LCMS (ESMS): m/z 454.20 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08420655B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-a7874d362ddb49e7a099cf84ccea76d7 |
| Source note | uspto-grants-2013_04 |