Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 2-({7-[(3R)-3-Amino-1-piperidinyl]-3,5-dimethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl}methyl)benzonitrile | HCID 53311070 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70975474 | HCID 70975474 | 56.6% |
Reaction Steps
430 mg (R)-2-[[7-(3-aminopiperidin-1-yl)-3,5-dimethyl-2-oxo-2,3-dihydro-1H-imidazo[4,5-b]pyridin-1-yl]methyl]benzonitrile (1.14 mmol) was dissolved in 5 mL dichloromethane at 0° C. 0.35 mL (2.5 mmol) triethylamine and 123 mg (1.2 mmol) acetic anhydride were added dropwise. After the reaction was continued for 1 h at 0° C., ethyl acetate was added until turbidity appeared. It was cooled at −5° C., and a lot of solid was precipitated. 270 mg white powder was obtained after filtration, with a yield of 56.6%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680089B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-aacffa477c72455c89eebf6e654b9fc8 |
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| Source note | uspto-grants-2014_03 |
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