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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1923054Generated: November 2, 2026

Dimethylformamide → HCID 59605568, compound

https://huagongshe.com/reaction/1923054

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
Reactant2-EthylbenzimidazoleHCID 15807—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantHCID 86648252HCID 86648252—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
ProductHCID 59605568HCID 5960556848.2%

Reaction Conditions

Temperature145 °C

Reaction Steps

According to General Procedure I for Buchwald coupling, into a vial was added 1-((2-chloro-9-methyl-6-morpholino-8,9-dihydro-7H-purin-8-yl)methyl)-N,N-dimethylpiperidin-4-amine (0.044 g, 0.11 mmol), 2-ethyl-1H-benzo[d]imidazole (0.0171 g, 0.117 mmol), Xphos (0.00692 g, 0.0145 mmol), Tris(dibenzylideneacetone)dipalladium(0) (0.00696 g, 7.60E-6 mol), and Cesium Carbonate (0.0728 g, 0.223 mmol). The mixture was dissolved in N,N-Dimethylformamide (0.865 mL, 0.0112 mol). The reaction was heated at 145° C. under pressure for 30 minutes in a microwave reactor. The reaction mixture was filtered and concentrated. The crude was purified by reverse phase HPLC to give 306 (26.7 mg, 47%). [M+H]+=536.3.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173650B2
Source datasetuspto-grants-2012_05
ORD IDord-3fdcd4a29b4140c8a6aa38b217b75b8b
Source noteuspto-grants-2012_05