Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 59494840 | HCID 59494840 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59494554 | HCID 59494554 | — |
Reaction Steps
Potassium carbonate (54 mg) and methyl iodide (24 μL) were added to a solution of tert-butyl(2R)-2-({cyclopropyl[3-hydroxy-5-(3-methoxypropoxy)benzyl]amino}carbonyl)morpholin-4-carboxylate (a compound obtained in Reference Example 12, 120 mg) in N,N-dimethylformamide (6 ml) and the mixture was stirred at room temperature for 2 hours. Water was added to the mixture under ice-cooling and it was extracted with ethyl acetate. The organic layer was washed with water and saturated brine successively, dried over sodium sulfate and concentrated in vacuo. The resulted residue was purified with a silica gel column chromatography (eluting solvent: n-hexane/ethyl acetate=2/1) to give tert-butyl(2R)-2-({cyclopropyl[3-methoxy-5-(3-methoxypropoxy)benzyl]amino}carbonyl)morpholin-4-carboxylate (88 mg) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08975252B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-212c7f27f012481cb04f99025fb21a0b |
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| Source note | uspto-grants-2015_03 |
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