Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | HCID 24883169 | HCID 24883169 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58009505 | HCID 58009505 | 98.2% |
Reaction Steps
182 mg of 3-[({N-(3-chloro-2-methylphenyl)-N-[(4-methylphenyl)sulfonyl]glycyl}amino)methyl]benzoic acid was dissolved in 0.50 mL of DMF, and 75 mg of 1,1′-carbonyldiimidazole was added thereto, followed by stirring at room temperature for 1 hour. To the reaction liquid were added 40 mg of methane sulfonamide and 66 mg of DBU, followed by stirring at 50° C. for 8 hours. The reaction liquid was acidified by addition of 2.50 mL of 1 M hydrochloric acid, and then extracted with a mixed solvent of chloroform/methanol (5/1), and the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (chloroform:methanol=100:0 to 95:5) to obtain 207 mg of 3-[({N-(3-chloro-2-methylphenyl)-N-[(4-methylphenyl)sulfonyl]glycyl}amino)methyl]-N-(methylsulfonyl)benzamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07973078B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-8d9cb644bb5741b0b34f1a38d243e939 |
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| Source note | uspto-grants-2011_07 |
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