Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 58342048 | HCID 58342048 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58342140 | HCID 58342140 | 73.5% |
Reaction Steps
A stirred mixture of 6-chloro-N-[4-(6-methylimidazo[1,2-a]pyridin-2-yl)phenyl]pyridine-3-carboxamide (0.15 g, 0.414 mmol), dimethylamine hydrochloride (0.845 g, 10.36 mmol) and K2CO3 (1.43 g, 10.36 mmol) in dry DMSO (10 ml) was heated at 170° C. for 16 h under an atmosphere of argon. The cooled reaction mixture was added to water (200 ml) and the precipitate was collected by filtration and dried in the air. The solid was purified by flash chromatography (12:1 DCM/MeOH) to give the title compound (0.113 g, 73%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08895313B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-a37e601a86634359b68371676d4272e1 |
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| Source note | uspto-grants-2014_11 |
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