Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 70557747 | HCID 70557747 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70556991 | HCID 70556991 | — |
Reaction Steps
To a solution of 4-{(4-chloro-benzyl)-[1-(3,5-dimethyl-phenylcarbamoyl)-2-methyl-azetidine-2-carbonyl]-amino}-butyric acid, compound 200 (1 eq.) in DMF was added NaH (3 eq.). The reaction was stirred for 1 h at 20° C., then MeI (2.5 eq.) was added. The reaction was stirred for 15 h at 20° C. The crude was partitioned between aqueous HCl (0.1N) and EtOAc. The organic layer was washed with water, dried over MgSO4, filtered and concentrated under reduced pressure. The crude was purified by preparative LCMS to afford 4-((4-chloro-benzyl)-{1-[(3,5-dimethyl-phenyl)-methyl-carbamoyl]-2-methyl-azetidine-2-carbonyl}-amino)-butyric acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759334B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-7b5cd8392b2c47c2adcb3eb1d82dd581 |
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| Source note | uspto-grants-2014_06 |
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