HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966718Generated: November 1, 2026
Potassium hydroxy sulfite → HCID 53237172, compound
https://huagongshe.com/reaction/1966718
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine | HCID 58541899 | — |
| Reactant | HCID 58541980 | HCID 58541980 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53237172 | HCID 53237172 | 65.2% |
Reaction Steps
To a mixture of 4-(2-amino-pyrimidin-5-yl)-N1-tert-butyl-benzene-1,2-diamine (25 mg, 0.10 mmol) and 5-chloro-2-(3-methyl-1,2,4-oxadiazol-5-yl)-benzaldehyde (27 mg, 0.12 mmol) in DMF (5.0 mL) is added oxone (60 mg, 0.10 mmol) in H2O (2.0 mL). The reaction mixture is stirred at room temperature for 1.5 hours and then quenched with saturated sodium thiosulfate aq. (25 mL). The quenched reaction mixture is extracted with EtOAc (25 mL×2) and the combined organic layers are washed with H2O (50 mL×2) and dried with Na2SO4. The filtrate is concentrated under reduced pressure and the residue is purified by silica gel flash column chromatography with 5% MeOH in CH2Cl2 as the eluent to afford the title compound (30 mg, 45%) as a white solid. LCMS (ESMS): m/z 460.20 (M++1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420655B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-a643f0d00983498fa6bd3382f512e7d6 |
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| Source note | uspto-grants-2013_04 |
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