Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 86674204 | HCID 86674204 | — |
| Reactant | HCID 178475102 | HCID 178475102 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178474433 | HCID 178474433 | 46% |
Reaction Steps
Dissolve 2-bromo-1-[6-(difluoromethyl)-3-pyridyl]propan-1-one (0.500 g, 1.89 mmol) and acetyl guanidine (0.514 g, 5.68 mmol) in DMF (12 mL). Heat the mixture to 50° C., and stir for 16 hours. Pour the mixture into water, and extract with EtOAc (3×20 mL). Dry the combined organic extracts over sodium sulfate; filter; collect the filtrate; and concentrate the filtrate under reduced pressure. Purify the resulting residue by flash chromatography (silca gel) eluting with a 40:1 ratio of DCM/MeOH to give the title compound as a white solid (0.229 g, 46% yield). LCMS (m/z) 267 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08648200B2 |
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| Source dataset | uspto-grants-2014_02 |
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| ORD ID | ord-266aacee16f84e04829bd18de27c27d4 |
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| Source note | uspto-grants-2014_02 |
|---|