Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 131733664 | HCID 131733664 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58564281 | HCID 58564281 | — |
Reaction Steps
To a solution of ethyl{5-[2-(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-1,3-thiazol-5-yl]-2H-tetrazol-2-yl}acetate (377 mg, 0.99 mmol) in THF (4.95 mL) was added 1N HCl (1.09 mL, 1.09 mmol). The reaction mixture was heated to 65° C. for 3 h. The volatiles were evaporated under reduced pressure. The mixture was diluted with water (20 mL) and extracted with EtOAc (3×5 mL). The combined organic fractions were dried over MgSO4, filtered and evaporated under reduced pressure. The residue was purified by Combiflash™ chromatography (SiO2, 12 g, elution with 10-70% EtOAc/hexanes over 40 min) to afford the title compound as solid. 1H NMR (500 MHz, DMSO-d6): δ 7.92 (s, 1 H), 5.85 (s, 2 H), 4.22 (q, 2 H), 3.90 (t, 4 H), 2.57 (t, 4 H), 1.23 (t, 3 H). MS (+ESI): m/z 337.1 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09168248B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-5c9b86d4b592430181a29be0351feaa6 |
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| Source note | uspto-grants-2015_10 |
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