Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 11451728 | HCID 11451728 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 20594303 | HCID 20594303 | — |
Reaction Steps
To a solution of 0.325 g of [3S,4aR,6S,8aR]-ethyl-6-((4-ethoxycarbonyl-5-methyl-1H-imidazol-1-yl)methyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate in dry ethyl acetate (5 mL) at 20° C. was added 3.4 ml of a 1.0M solution of HCl in diethyl ether. The resulting precipitate was collected through filtration and vacuum dried at 50° C. to yield 0.214 g of the final title compound, [3S,4aR,6S,8aR]-ethyl-6-((4-ethoxycarbonyl-5-methyl-1H-imidazol-1-yl)methyl)-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline-3-carboxylate dihydrochloride: MS m/z: 378.3 (m++1-HCl); 1H NMR 400 MHz (CD3OD) δ 9.12 (s, 1 H), 4.44-4.38 (m, 2H), 4.27-4.22 (m, 2H), 4.16-4.09 (m, 3H), 3.38-3.32 (t, 1 H), 3.06 (br s, 2 H), 3.08-3.02 (dd, 1H), 2.62 (s, 3H), 2.17-2.02 (m, 2H), 1.98-1.90 (m, 3H), 1.74-1.64 (m, 2H), 1.63-1.59 (m, 1H), 1.46-1.33 (m, 5H), 1.31-1.25 (t, 3H), 1.23-1.08 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06579886B2 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-75a2d4596186427bbfb448f7098d8057 |
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| Source note | uspto-grants-2003_06 |
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