Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | HCID 18983855 | HCID 18983855 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 18983845 | HCID 18983845 | 40.8% |
Reaction Steps
To acetonitrile (10 ml) were added 37% formaldehyde (0.3 ml) and acetic acid (0.4 ml), and 50% aqueous solution of dimethylamine (0.3 ml) was added slowly thereto at 0° C. with stirring. To the mixture was added α-(2-phenyl-imidazo[1,2-a]pyridin-8-ylcarbonylamino)-(3-fluorophenyl)acetonitrile (1.0 g, 2.7 m moles), and the mixture was reacted at 50° C. for 2 hours and further stirred at room temperature for 2.5 hours. The reaction mixture was concentrated under reduced pressure, and the concentrate was neutralized with saturated aqueous solution of NaHCO3. The solution was extracted with dichloromethane, and the extract was washed with water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The concentrate was purified by column chromatography on silica gel (eluent: chloroform) to give the object compound (0.47 g, yield 40.8%) as crystals. m.p. 123°-124° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05498774 |
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| Source dataset | uspto-grants-1996_03 |
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| ORD ID | ord-7f6a3085cb6b40809d7c89359f578f40 |
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| Source note | uspto-grants-1996_03 |
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