Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67262099 | HCID 67262099 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 53242113 | HCID 53242113 | 99% |
Reaction Steps
4N HCl in dioxane (2.5 mL) was added to ((S)-1-{[(4-fluoro-3-{1-[1-(2-methoxy-ethyl)-4-(morpholine-4-carbonyl)-1H-indole-3-carbonyl]-piperidin-4-yl}-benzylcarbamoyl)-methyl]-carbamoyl}-2-methyl-propyl)-carbamic acid tert-butyl ester (0.94 mg, 0.12 mmol). The resulting colorless solution was stirred under N2 at rt overnight. The reaction mixture was concentrated in vacuo and the residue was triturated with Et2O (10 mL). The ethereal layer was removed and the pale yellow solid washed with Et2O (3×10 mL). The solid was dried under vacuum to afford the product (85 mg, 99%). 1H NMR (300 MHz, DMSO-d6) δ 8.74-8.71 (m, 1H), 8.54-8.51 (m, 1H), 8.20 (br s, 2H), 7.7.63-7.60 (m, 1H), 7.44-7.36 (m, 1H), 7.32-7.21 (m, 1H), 7.13-7.05 (m, 1H), 7.01-6.98 (d, 1H), 4.39 (t, 2H), 4.25 (d, 2H), 4.21-4.15 (m, 1H), 3.88-3.83 (m, 2H), 3.79-3.77 (m, 1H), 3.69 (t, 2H), 3.62 (br s, 2H), 3.24 (s, 3H), 3.08-2.88 (m, 2H), 2.10-2.03 (m, 1H), 1.85-1.60 (m, 6H), 1.11-1.07 (m, 1H), 0.94 (d, 6H); MS m/z: [M+H]+=679.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08710080B2 |
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| Source dataset | uspto-grants-2014_04 |
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| ORD ID | ord-5a66012212af41f2a364c25e4ad66913 |
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| Source note | uspto-grants-2014_04 |
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