HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64Generated: October 24, 2026
3-(2,5-Dichloropyrimidin-4-yl)imidazo[1,2-a]pyridine → N-(4-(azetidin-3-yloxy)-2-methoxyphenyl)-5-chloro-4-(imidazo[1,2-a]pyridin-3-yl)pyrimidin-2-amine
https://huagongshe.com/en/reaction/64
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-(2,5-Dichloropyrimidin-4-yl)imidazo[1,2-a]pyridine | HCID 46934605 | — |
| Reactant | Tert-butyl 3-(4-amino-3-methoxyphenoxy)azetidine-1-carboxylate | HCID 59291149 | — |
| Reagent | Cesium carbonate | HCID 10796 | — |
| Catalyst | 1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine) | HCID 636044 | — |
| Catalyst | Palladium (II) acetate | HCID 4144353 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | N-(4-(azetidin-3-yloxy)-2-methoxyphenyl)-5-chloro-4-(imidazo[1,2-a]pyridin-3-yl)pyrimidin-2-amine | HCID 45381546 | 0% |
Reaction Steps
3-(2,5-dichloropyrimidin-4-yl)imidazo[1,2-a]pyridine (100 mg, 0.38 mmol) _,_ tert-butyl 3-(4-amino-3-methoxyphenoxy)azetidine-1-carboxylate (111 mg, 0.38 mmol) _,_ CESIUM CARBONATE (246 mg, 0.75 mmol) _,_ diacetoxypalladium (3.39 mg, 0.02 mmol) _and_ 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (17.46 mg, 0.03 mmol) ___were_ ___suspended_ _in_ 1,4-dioxane (1 ml) _and degased with argon.The reaction was heated from 60°C to 105°C for 3 hours.Doubt about the LCMS,deprotection of the BOC with TFA to confirm the dialkylation._ No good product
Provenance & Evidence
| Source dataset | 750 AstraZeneca ELN dataset |
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| ORD ID | ord-297038d2636048ff93bf3571d541a46e |
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| Source note | 750 AstraZeneca ELN dataset |
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