HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dimethyl-2-imidazolidinone → HCID 67277927, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dimethyl-2-imidazolidinone | HCID 6661 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 4-Chloro-2-(4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide | HCID 11983906 | — |
| Reactant | (1S,2R)-2-methylcyclohexanamine hydrochloride | HCID 67278079 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 67277927 | HCID 67277927 | 15.5% |
Reaction Steps
4-Chloro-2-(4-fluorophenyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (70 mg),(1S,2R)-2-methylcyclohexanamine hydrochloride (108.5 mg),N,N-diisopropylethylamine (0.126 ml) and 1,3-dimethyl-2-imidazolidinone (0.35 ml) were combined and irradiated microwave at 16° C. for 1 hour. After cooled to ambient temperature, the mixture was diluted in EtOAc. The organic solution was washed with saturated aqueous sodium hydrogencarbonate, dried over MgSO4 and evaporated in vacuo. The residue was purified by preparative NH2 silica gel column chromatography with 5% methanol in chloroform to give 2-(4-fluorophenyl)-4-{[(1S,2R)-2-methylcyclohexyl]amino}-1H-pyrrolo[2,3-b]pyridine-5-carboxamide (13.7 mg) as an off-white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163767B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-287af73f70f647a7a0f9a8102448cc02 |
| Source note | uspto-grants-2012_04 |