Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Trimethylsilyldiazomethane | HCID 167693 | — |
| Reactant | HCID 15951139 | HCID 15951139 | — |
| Product | HCID 67178111 | HCID 67178111 | — |
Reaction Steps
To a stirred solution of 4-methanesulfonyl-N-[4-(2-(S)-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl]-benzenesulfonamide (Example 22) (0.028 g, 0.057 mmol) in 2 ml dichloromethane (2 mL) is added 2 M (trimethylsilyl)diazomethane in hexane (0.063 ml, 0.126 mmol) and allowed to react for 5 hours at ambient temperature. The reaction is diluted with dichloromethane and washed with 0.1 N HCl. The organic layer are dried over anhydrous sodium sulfate, filtered, and concentrated to an oily solid. The oily solid is converted to the hydrochloride salt in accordance with the preparation of the title compound of Example 23 (C-Phenyl-N-[4-(2-pyrrolidin-1-ylmethyl-pyrrolidine-1-carbonyl)-phenyl]-methanesulfonamide; hydrochloride) to provide the title compound as a solid. MS (ES+) m/e 506.1 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08008296B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-638d0a6c6bce4ef393983d869c162b27 |
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| Source note | uspto-grants-2011_08 |
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