Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diethylamine | HCID 8021 | — |
| Reactant | HCID 86668135 | HCID 86668135 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 46937884 | HCID 46937884 | 30.9% |
Reaction Steps
Compound 5 was prepared according to General Method 2. A solution of 4-(3-(4-(chloromethyl)-3-fluorophenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile (100 mg, 0.21 mmol) and diethyl amine (48 mg, 0.63 mmol) in toluene 10 mL was refluxed for 12 h. The solvent was removed and residue was purified by silica gel chromatography (eluant: 60% ethyl acetate in hexane) to obtain 32 mg of 4-(3-(4-((diethylamino)methyl)-3-fluorophenyl)-4,4-dimethyl-5-oxo-2-thioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile as brown viscus oil, HPLC, Column: SUNFIRE C18, 4.6×250 mm, 5 μm, Mobile Phase A: 0.05% TFA, Mobile Phase B: ACN, Gradient: 10% to 90% B in 10 min, hold for 10 min. 90% to 10% B in 1 min, Flow Rate: 1 mL/min, Retention time: 7.43 min, M+1, 493.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710086B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-c221a8451c9941339b26376e30be8c37 |
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| Source note | uspto-grants-2014_04 |
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