Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 90386524 | HCID 90386524 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 78323680 | HCID 78323680 | 71.4% |
Reaction Steps
To a stirred solution of N-(tert-butyl)-5-(5-(4-fluorophenyl)-4-((pyridin-2-ylmethyl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)pyridine-3-sulfonamide (30.0 mg, 0.0560 mmol) in dioxane (5 mL) was added 2 mL of 5 N HCl in dioxane. The contents were heated at 50° C. for 12 h. The solvents were removed under reduced pressure to give a white solid. The solid was purified by preparative HPLC (Condition B-61 as described in general methods) to give 5-(5-(4-fluorophenyl)-4-((pyridin-2-ylmethyl)amino)pyrrolo[2,1-f][1,2,4]triazin-2-yl)pyridine-3-sulfonamide (19.0 mg, 44.0%) as an off-white solid. LCMS Condition B-23: retention time 1.91 min, [M+1]=476.2. HPLC Condition B-1: retention time 8.03 min, Purity=98.30%. 1H NMR (400 MHz, DMSO-d6) δ ppm 4.93 (d, J=4.8 Hz, 2H), 6.84 (d, J=2.8 Hz, 1H), 7.25-7.52 (m, 5H), 7.52-7.62 (m, 4H) 7.79 (t, J=1.6 Hz, 1H), 7.88 (d, J=2.8 Hz, 1H), 8.35 (s, 1H), 8.92 (s, 1H), 9.05 (s, 1H), 9.65 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09050345B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-f03b83ebcb8c4ba8befe1904857f50ed |
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| Source note | uspto-grants-2015_06 |
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