Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Picolyl chloride hydrochloride | HCID 23392 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 67060294 | HCID 67060294 | — |
| Product | HCID 67060238 | HCID 67060238 | — |
Reaction Steps
To a mixture of 2-(4-amino-2-methoxyphenyl)tetrahydroimidazo[1,5-a]pyridine-1,3(2H,5H)-dione (250 mg; 0.908 mmol) in DMF (5 mL) was added DIEA (316 μL; 1.82 mmol) followed by picolinyl chloride HCl (194 mg; 1.09 mmol). The reaction mixture was stirred at 50° C. overnight and then cooled to rt and washed with CH2Cl2 and H2O. The organic layer was concentrated and purified by flash column chromatography (EtOAc) yielding N-(4-(1,3-dioxotetrahydroimidazo[1,5-a]pyridin-2(1H,3H,5H)-yl)-3-methoxyphenyl)picolinamide, 1.3.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08779157B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-d1184591ad0b441095f6022777e2f26a |
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| Source note | uspto-grants-2014_07 |
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