Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 67496386 | HCID 67496386 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67497224 | HCID 67497224 | 95% |
Reaction Steps
To a 25 ml flask was added ethyl 2-((S)-3-(4-fluorophenyl)-1-(1-methyl-3-(pyridin-4-yl)-1H-pyrazol-5-ylamino)-1-oxopropan-2-ylamino)acetate 103.1.C (199 mg, 0.47 mmole) and 1 ml of 1,4-dioxane. To the solution, 1 ml of 4N-hydrogen chloride solution in 1,4-dioxane (4 mmol) was added at 0° C. After then, the solvent was removed by rotary evaporation. The crude product was dried under a high vacuum to give 103.1 (221 mg, 95% yield) as colorless amorphous. LCMS ESI (pos.) m/e: 426 (M+H): 1H NMR (400 MHz, DMSO-d6) δ ppm 11.5 (brs, 1H), 8.86 (d, J=7.0 Hz, 2H), 8.33 (d, J=6.7 Hz, 2H), 7.42 (dd, J=8.6, 5.4 Hz, 2H), 7.20 (t, J=8.8 Hz, 2H), 7.15 (s, 1H), 4.65 (t, J=7.2 Hz, 1H), 4.01 (s, 2H), 3.74 (s, 3H), 3.62 (brs, 1H), 3.44 (q, J=7.0 Hz, 2H), 3.41 (dd, J=12.1, 6.6 Hz, 1H), 3.26 (dd, J=13.7, 8.6 Hz, 1H), 1.06 (t, J=6.8 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08785468B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-760d952ee9024a83a5703bec3bf77346 |
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| Source note | uspto-grants-2014_07 |
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