Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 131721118 | HCID 131721118 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 131721119 | HCID 131721119 | — |
Reaction Steps
N-[(t-Butyloxycarbonyl)-pyrrolidin-2(S)-ylmethyl]-3(S)-ethyl-proline-N-(3-chlorophenylmethyl) amide (0.175 g, 0.39 mmol) was dissolved in dry DMF (4 mL) with stirring at 0° C. under Ar, treated with NaH (60% dispersion in mineral oil, 0.023 g, 0.58 mmol), and after 15 minutes treated with iodomethane (0.029 mL, 0.47 mmol). The reaction mixture was stirred at 25° C. for 2 h, then evaporated to dryness and partitioned between EtOAc and aqueous saturated NaHCO3 solution. The organic layer was separated, washed with brine, dried (MgSO4), filtered, and concentrated to dryness to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05869682 |
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| Source dataset | uspto-grants-1999_02 |
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| ORD ID | ord-7c022b5070f34edeb77bd003d987765f |
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| Source note | uspto-grants-1999_02 |
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