Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroaniline | HCID 7240 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 6-chloroimidazo[1,2-a]pyridine-2-carboxylic acid | HCID 2757614 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 136346319 | HCID 136346319 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 24771611 | HCID 24771611 | — |
Reaction Steps
54 μl of 2-chloroaniline, 211 mg of HATU, 75 mg of 1-hydroxyaminotriazole and 237 μl of N,N-diisopropylethylamine are added to a solution of 100 mg of 6-chloroimidazo[1,2-a]pyridine-2-carboxylic acid in 1 ml of N,N-dimethylformamide. The reaction mixture is heated at 70° C. for 16 hours, diluted with a saturated sodium hydrogencarbonate solution and extracted with ethyl acetate. The combined organic phases are dried and concentrated under reduced pressure. The residue is purified by flash chromatography on silica, elution being carried out with a hexane/ethyl acetate 70/30 mixture to give 62 mg of 6-chloro-N-(2-chlorophenyl)imidazo[1,2-a]pyridine-2-carboxamide in the form of a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08404848B2 |
|---|
| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-8358924967d547eabbb8300884308121 |
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| Source note | uspto-grants-2013_03 |
|---|
