Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isobutylamine | HCID 6558 | — |
| Reactant | HCID 66659136 | HCID 66659136 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66659119 | HCID 66659119 | 85.5% |
Reaction Steps
In a sealed tube, a mixture of 8-chloro-6-(2,4-dichloro-phenyl)-imidazo[1,2-a]pyridine-7-carbonitrile (20 mg, 0.062 mmol) and isobutylamine (0.037 mL, 0.37 mmol) was heated at 150° C. for 14 h. The reaction mixture was cooled to RT, poured into AcOEt (5 mL) and washed with a 2.0 M Na2CO3 solution in water (2×2 mL). The organic layer was dried over Na2SO4, filtered and evaporated. The residue was purified by Combi-Flash Companion™ (Isco Inc.) column chromatography (SiO2; gradient elution, [hexane/DCM 1:1]/TBME 95:5→8:2) to yield the title compound (19.1 mg, 0.053 mmol, 85%) as a reddish solid. MS: 359 [M+1]+; HPLC: AtRet=2.61; TLC: RF 0.64 (hexane/DCM/TBME 1:1:2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08097617B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-b12b6e7b34a541c789c3060edbb071aa |
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| Source note | uspto-grants-2012_01 |
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