Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Cyanomethylenetributylphosphorane | HCID 4622928 | — |
| Reactant | N-(2,4-dimethylphenyl)-2-hydroxy-N-isobutyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)benzenesulfonamide | HCID 72190829 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 72191132 | HCID 72191132 | — |
Reaction Steps
To a solution of N-(2,4-dimethylphenyl)-2-hydroxy-N-isobutyl-4-((tetrahydro-2H-pyran-4-yl)methoxy)benzenesulfonamide (15.7 mg, 0.035 mmol) and ethanol (4.8 mg, 0.105 mmol) in toluene (1.5 mL) stirred in air at 20° C., was added a solution of 2-(tributylphosphoranylidene)acetonitrile (8.47 mg, 0.035 mmol) in toluene (0.5 mL) over 1 minute. The reaction mixture was stirred at 20° C. for 24 hours. Additional 2-(tributylphosphoranylidene)acetonitrile (8.47 mg, 0.035 mmol) was then added and the reaction stirred for a further 2 hours. The solvent was evaporated in vacuo and the residue purified by pre-packed silica cartridge eluting with ethyl acetate-cyclohexane (0-50%). The relevant fractions were evaporated to give the title product, 8.7 mg. LCMS [LCMS1] Rt 1.48 min, m/z (ES+) 476 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09428452B2 |
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| Source dataset | uspto-grants-2016_08 |
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| ORD ID | ord-baea17bfe3204a6a8b6490cbc436de63 |
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| Source note | uspto-grants-2016_08 |
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