Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 71711171 | HCID 71711171 | — |
| Product | HCID 71711172 | HCID 71711172 | 70% |
Reaction Steps
To a solution of (2S,4R)-4-(2-chlorophenylsulfonyl)-N-(1-cyanocyclopropyl)-1-(1-(piperazin-1-yl)cyclopropanecarbonyl)pyrrolidine-2-carboxamide (38 mg, 75.1 μmol) in methylenehloride (0.75 mL) was added under stirring ethyldiisopropyl amine (19.7 μL, 113 μmol) and acetyl chloride (5.99 μL, 82.6 μmol). The reaction was stirred at room temperature for 5 hours and additional ethyldiisopropyl amine (19.7 μL, 113 μmol) and acetyl chloride (5.99 μL, 82.6 μmol) was added. The reaction was stirred at room temperature over night. The reaction was purified by column chromatography on silica gel using a gradient from methylenechloride to a mixture of methylenechloride/methanol (v:v 19:1) as solvent to yield the title compound as a white solid (28.8 mg, 70%). MS ISP (m/e): 548.3/550.4 (100/41) [(M+H)]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802665B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-34a86f40e18447dca1bafb085cf22c60 |
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| Source note | uspto-grants-2014_08 |
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