Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 67469565 | HCID 67469565 | — |
| Reactant | HCID 67470449 | HCID 67470449 | — |
| Solvent | Anisole | HCID 7519 | — |
| Product | Trifluoroacetic acid | HCID 6422 | — |
| Product | HCID 54670693 | HCID 54670693 | — |
Reaction Steps
A mixture of N-(2-(2,5-difluorophenyl)pyridin-4-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazolo[4,3-b]pyridin-7-amine and N-(2-(2,5-difluorophenyl)pyridin-4-yl)-2-((2-(trimethylsilyl)ethoxy)methyl)-2H-pyrazolo[4,3-b]pyridin-7-amine (1.2 g, 3.2 mmol) were combined with trifluoroacetic acid (1.1 mL) and stirred at 70° C. for 15 minutes. Anisole (20 μL) was then added and the mixture was further heated at 70° C. The reaction mixture was then purified via preparative HPLC using a gradient of 10-30% acetonitrile (containing 0.035% TFA) in water (containing 0.05% TFA) using a Sunfire Prep 5 μm C18, 75×30 mm column to give the title compound as a TFA salt. 1H NMR (400 MHz, DMSO-d6) δ ppm 7.39-7.52 (m, 4H) 7.79 (br. s., 2H) 7.95 (s, 1H) 8.57 (d, J=6.32 Hz, 2H) 8.76 (br. s., 2H). MS [M+H] found 324.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09073918B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-cefd6134dc4f47169156c46c51909e8a |
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| Source note | uspto-grants-2015_07 |
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