Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 23502852 | HCID 23502852 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23502856 | HCID 23502856 | 83.7% |
Reaction Steps
A solution of 50 mg (0.090 mmol) (RS)-N-(3,5-bis-trifluoromethyl-benzyl)-6-(1-hydroxy-hexyl)-N-methyl-4-o-tolyl-nicotinamide (Example 77) and 0.032 ml (0.23 mmol) triethylamine in 3 ml dichloromethane was treated with 0.008 ml (0.1 mmol) methanesulfonyl chloride at 0° C. The reaction mixture was stirred at 0° C. for 10 min and then allowed to warm to room temperature. After 1 h 3 ml toluene were added, and the mixture was stirred at 80° C. over night. Cooling to room temperature was followed by dilution with dichloromethane, washing with water, drying with sodium sulfate and concentration. Column chromatography gave 43 mg (83%) of the title compound as a light yellow viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06770637B2 |
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| Source dataset | uspto-grants-2004_08 |
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| ORD ID | ord-da2fd57cee5843929e01a45847a30280 |
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| Source note | uspto-grants-2004_08 |
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