Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 86602054 | HCID 86602054 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86602053 | HCID 86602053 | 99.4% |
Reaction Steps
To a stirred solution of Intermediate 35, 4 isomers, one being (1S,2S)-1-Hydroxymethyl-2-phenyl-3-aza-bicyclo[3.1.0]hexane-3-carboxylic acid [(R)-1-(3,5-bis-trifluoromethyl-phenyl)-ethyl]-methyl-amide (0.28 g, 0.57 mmol) and triethylamine (0.13 mL, 0.96 mmol) in methylene chloride (6 mL) at 0° C. was added methanesulfonyl chloride (0.06 mL, 0.79 mmol). The reaction was allowed to warm to room temperature and stir for 2 hours. The reaction was washed with cold 0.5N HCl and the phases separated. The methylene chloride was washed with cold 0.5N NaOH, washed with brine, and dried over sodium sulfate, filtered and concentrated to give the title compound as a pink foam (0.32 g, quantitative yield). This material was processed without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07241798B2 |
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| Source dataset | uspto-grants-2007_07 |
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| ORD ID | ord-6d87bfc0ed444805af900cd0226fef80 |
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| Source note | uspto-grants-2007_07 |
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