Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Acetamidine monohydrochloride | HCID 67170 | — |
| Reactant | HCID 71280372 | HCID 71280372 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 178433933 | HCID 178433933 | — |
Reaction Steps
A mixture of 6-cyano-N-(5-(5-(3,3-difluorocyclobutyl)-1,2,4-oxadiazol-3-yl)-2-fluorophenyl)imidazo[1,2-a]pyridine-3-carboxamide (42h) (15.0 mg, 0.034 mmol), CuBr (9.2 mg, 0.007 mmol), Cs2CO3(39 mg, 0.12 mmol), and acetimidamide hydrochloride (6.6 mg, 0.07 mmol) in DMSO (1 mL) was heated at 120° C. overnight. The reaction mixture was purified by HPLC to give N-(5-(5-(3,3-difluorocyclobutyl)-1,2,4-oxadiazol-3-yl)-2-fluorophenyl)-6-(5-methyl-4H-1,2,4-triazol-3-yl)imidazo[1,2-a]pyridine-3-carboxamide (F61). MS m/z 495.1 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09199981B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-bcb7224af0054e3f987553de3cfaa087 |
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| Source note | uspto-grants-2015_12 |
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