Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | HCID 86670840 | HCID 86670840 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86670841 | HCID 86670841 | 88.2% |
Reaction Steps
In a 10 ml seal tube, methyl (2S)-1-(3-(2-(4-bromophenyl)-2-oxoethylcarbamoyl)-8-oxa-2-azaspiro[4.5]decan-2-yl)-3-methyl-1-oxobutan-2-ylcarbamate (200 mg, 371 μmol) was combined with dioxane (6 ml) to give a colorless solution. Ammonium acetate (286 mg, 3.71 mmol) was added and it was stirred at 110° C. overnight. It was cooled and diluted with EtOAc (10 ml). The mixture was filtered and concentrated in vacuo to afford methyl (2S)-1-(3-(5-(4-bromophenyl)-1H-imidazol-2-yl)-8-oxa-2-azaspiro[4.5]decan-2-yl)-3-methyl-1-oxobutan-2-ylcarbamate as a yellow solid (170 mg, 88.1%). ESI-LRMS m/e calcd for C24H31BrN4O4 [M+] 519. found 520 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09180193B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-412a745042b3484793c572c9f376cfd8 |
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| Source note | uspto-grants-2015_11 |
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