Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | HCID 67155817 | HCID 67155817 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67156401 | HCID 67156401 | 18% |
Reaction Steps
2,6-Difluoro-N-(2-iodo-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-5-yl)-3-(propylsulfonamido)benzamide (0.050 g, 0.076 mmol) and 7.9M dimethylamine in water (0.240 mL) were combined in 1,4-dioxane (0.500 mL). The solution was heated at 100° C. for 18 hours in a sealed vessel. The reaction mixture was concentrated and purified via reverse phase chromatography to give N-(2-(dimethylamino)-1H-pyrrolo[2,3-b]pyridin-5-yl)-2,6-difluoro-3-(propylsulfonamido)benzamide (5.9 mg, 18% yield) as a solid. 1H NMR (400 MHz, d6-DMSO) δ 11.00 (s, 1H), 10.54 (s, 1H), 8.32 (s, 2H), 8.01 (d, 1H), 7.81 (d, 1H), 7.40 (m, 1H), 7.05 (m, 1H), 5.28 (s, 1H), 2.91 (s, 6H), 1.73 (m, 2H), 0.97 (m, 3H). m/z (API-pos) 438.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08338452B2 |
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| Source dataset | uspto-grants-2012_12 |
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| ORD ID | ord-6a06ea307f684ea39d1ef90c64f540f2 |
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| Source note | uspto-grants-2012_12 |
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