Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | HCID 58897182 | HCID 58897182 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178503942 | HCID 178503942 | 81% |
Reaction Steps
To a solution of (S)-N-(1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethylcarbamothioyl)benzamide (70 mg, 0.13 mmol), prepared by method described in Procedures 22, 23, 24 and 9, in DMF (0.5 mL), was added iodomethane (10 μL, 0.15 mmol). The reaction vessel was sealed and stirred at room temperature for 18 h, followed by the addition of H2O. The aqueous layer was extracted with EtOAc. The separated organic portion was dried over MgSO4, filtered and concentrated to give (S,Z)-methyl N′-benzoyl-N-(1-(3-fluoro-5-(trifluoromethyl)phenyl)-1-(4-fluorophenyl)-2-phenylethyl)carbamimidothioate as a white solid (58 mg, 81% yield). LCMS: RT=4.49 min [M+H] 554.92 (Phenomenex Luna C18 column, 4.6×50 mm eluting with 10-90% MeOH/H2O over 4 minutes containing 0.1% TFA; 4 mL/min, monitoring at 220 nm).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07652023B2 |
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| Source dataset | uspto-grants-2010_01 |
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| ORD ID | ord-8f2a995b7cb746199ea2f99e3cb069de |
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| Source note | uspto-grants-2010_01 |
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