Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | HCID 11488185 | HCID 11488185 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67661527 | HCID 67661527 | — |
Reaction Steps
A solution of trans-7-chloro-5-(naphthalen-1-yl)-1-neopentyl-1,2,3,5-tetrahydro-2-oxo-4,1-benzothiazepine-3-acetic acid (200 mg, 426 μmol), 1,1'-carbonyidiimidazole (143 mg, 853 μmol) and tetrahydrofuran (5 mL) was heated at reflux for 1.5 hours. The resulting reaction mixture was cooled to 0° C. and a solution of tetrahydrofuran saturated with anhydrous ammonia (5 mL) was added. After 0.5 hours the reaction mixture was warmed to ambient temperature, concentrated under reduced pressure and purified by flash column chromatography (1:1 hexanes/ethyl acetate) to provide 200 mg (quantitative) of the title compound as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05770594 |
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| Source dataset | uspto-grants-1998_06 |
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| ORD ID | ord-58a70ba41dfd451f83333d073c7755a6 |
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| Source note | uspto-grants-1998_06 |
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