HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 419323Generated: November 1, 2026
Isopropanol → Methyl 3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)benzoate
https://huagongshe.com/reaction/419323
Participants
| Role | Name | HCID | Charge |
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| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Methyl 3-[3-(2-chloro-4-pyrimidinyl)imidazo[1,2-a]pyridin-2-yl]benzoate | HCID 59452862 | — |
| Reactant | {2-[(3-Amino-2-methylphenyl)oxy]ethyl}methylamine | HCID 66649996 | — |
| Catalyst | Hydrochloric Acid | HCID 313 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methyl 3-(3-{2-[(3-{[2-(dimethylamino)ethyl]oxy}-2-methylphenyl)amino]-4-pyrimidinyl}imidazo[1,2-a]pyridin-2-yl)benzoate | HCID 59452717 | 68% |
Reaction Steps
A microwave vial was charged with methyl 3-[3-(2-chloro-4-pyrimidinyl)imidazo[1,2-a]pyridin-2-yl]benzoate (Intermediate Example 3) (1.75 g, 4.79 mmol), {2-[(3-amino-2-methylphenyl)oxy]ethyl}methylamine (863 mg, 4.79 mmol), iPrOH (10 mL) and 1 drop HCl, and the reaction mixture was stirred in a microwave reactor at 140° C. for 30 min. The mixture was diluted with DCM and quenched with saturated NaHCO3. The organics were separated, dried over MgSO4, and the solvent was removed. The crude material was purified via silica gel chromatography to give 1.70 g (68% yield) of the title compound. MS (APCI+) m/z 523 [M+H].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093239B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-cba4ee697e50470aa00d2a523bc7306c |
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| Source note | uspto-grants-2012_01 |
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