Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 66611934 | HCID 66611934 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 66612004 | HCID 66612004 | — |
Reaction Steps
Methyl 2-hydroxy-4-(morpholinomethyl)-5-(trifluoromethyl)benzoate (may be prepared as described in Description 48; 300 mg, 0.94 mmol) was taken up in N,N-dimethylformamide (5 ml) and cesium carbonate (340 mg, 1.04 mmol) and benzyl bromide (0.16 ml, 1.31 mmol) were added. The mixture was heated at 40° C. for 18 hours. Ethyl acetate (10 ml) and water (10 ml) were added and the organic layer was separated and washed with water (2×10 ml), dried (MgSO4) and the solvent removed in vacuo. Purification by column chromatography (1:1 cyclohexane/ethyl acetate-10% 7M NH3 in methanol/dichloromethane) gave the title compound as oil. 248 mg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09365551B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-19ad23eeb24e4cac97ac20005086b233 |
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| Source note | uspto-grants-2016_06 |
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