Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium hydroxy sulfite | HCID 23707502 | — |
| Reactant | HCID 66580228 | HCID 66580228 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | HCID 66581135 | HCID 66581135 | — |
Reaction Steps
To a solution of N-methyl-3-(morpholin-4-ylcarbonyl)-1-phenyl-1,4-dihydrothiochromeno[4,3-c]pyrazol-6-amine (90 mg, 0.22 mmol) in THF: H2O (1:1, 10 mL) is added oxone (545 mg, 0.88 mmol) and the reaction mixture is stirred at RT for 3 h. After this time, EtOAc is added to the reaction mixture that is washed with water. The organic layer is separated, dried over Na2SO4, concentrated under reduced pressure. The solid residue is purified by silica gel flash chromatography (40% EtOAc in pet.ether) the title compound as a white solid. 1H NMR (DMSO-d6, 400 MHz): δ 7.59-7.56 (m, 3H), 7.47-7.44 (m, 2H), 7.26-7.22 (t, J=8.1 Hz,1H), 6.80-6.74 (m, 2H), 5.98-5.96 (d, J=7.6 Hz,1H), 4.87 (s, 2H), 3.95-3.94 (m, 2H), 3.65 (m, 4H), 3.61-3.59 (m, 2H), 2.83-2.82 (d, J=4.7 Hz, 3H). MS (ESI+): 439.0. HPLC (max plot) 95.63%; Rt 4.39 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073940B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-894ca34ef31340ed83b0ed28830209f8 |
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| Source note | uspto-grants-2015_07 |
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