HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(4-{7-[4-(4-Methyl-piperazine-1-carbonyl)-phenyl]-imidazo[1,2-a]pyridin-3-yl}-benzyl)-3-(3-trifluoromethyl-phenyl)-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-(Trifluoromethyl)phenyl isocyanate | HCID 9483 | — |
| Reactant | {4-[3-(4-Aminomethyl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-phenyl}-(4-methyl-piperazin-1-yl)-methanone, bis hydrochloride | HCID 131727906 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-(4-{7-[4-(4-Methyl-piperazine-1-carbonyl)-phenyl]-imidazo[1,2-a]pyridin-3-yl}-benzyl)-3-(3-trifluoromethyl-phenyl)-urea | HCID 57863425 | 52.5% |
Reaction Steps
Combine {4-[3-(4-aminomethyl-phenyl)-imidazo[1,2-a]pyridin-7-yl]-phenyl}-(4-methyl-piperazin-1-yl)-methanone, bis hydrochloride (0.30 g, 0.56 mmol), 3-trifluoromethylphenyl isocyanate (0.1 mL, 0.73 mmol) and triethylamine (0.4 mL, 2.9 mmol) in DMSO (10 mL). Filter the solution through 10 g SCX column eluting with methanol→2 N ammonia in methanol. Concentrate fractions containing product to give a residue. Purify by chromatography (5% methanol in dichloromethane→10% methanol in dichloromethane→10% 2 N ammonia methanol in dichloromethane) to afford product (0.18 g, 52%). MS(ES), m/z 613 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07666879B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-1e8a202254f64b1d8a30f69b9ea9605b |
| Source note | uspto-grants-2010_02 |