Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Fluoro-4-formylbenzonitrile | HCID 11217339 | — |
| Reactant | 1-Methylhistamine dihydrochloride | HCID 11957601 | — |
| Product | 2-Fluoro-4-(3-methyl-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridin-4-yl)-benzonitrile | HCID 18317822 | — |
| Product | CH3CN NH4OH | HCID 19098099 | 0% |
Reaction Steps
2(1-Methyl-1H-imidazol-4-yl)-ethylamine bis hydrochloride (0.15 g, 0.757 mmol), 2-fluoro-4-formyl-benzonitrile (0.112 g, 0.757 mmol), prepared as described in Step D, and diisopropylethylamine (0.40 mL, 2.30 mmol) were heated at 125° C. for 1 h. The reaction mixture was concentrated in vacuo, partitioned between CH2Cl2 and saturated NaHCO3 solution, the aqueous layer extracted with CH2Cl2 (2×), the organic layers combined, dried (Na2SO4), filtered and concentrated to give the title compound after chromatography on SiO2 eluting with 0-3% NH4OH/CH3CN.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06350755B1 |
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| Source dataset | uspto-grants-2002_02 |
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| ORD ID | ord-bea530514280492bbb4215b4227520a2 |
|---|
| Source note | uspto-grants-2002_02 |
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