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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067747Generated: November 1, 2026

Diethyl Ether → HCID 59823039, compound

https://huagongshe.com/reaction/2067747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant2-Fluoro-4-nitroanilineHCID 101254—
ReactantSodium t-butoxideHCID 23676156—
Reactant3-Benzyl-5-chloro-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dioneHCID 59823064—
Catalyst1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 59823039HCID 5982303942.4%

Reaction Steps

3-Benzyl-5-chloro-6,8-dimethylpyrido[2,3-d]pyrimidine-4,7(3H,8H)-dione (7 g, 22.2 mmol, 1 eq), 2-fluoro-4-nitroaniline (53.8 mg, 24.4 mmol, 1.1 eq), tris(dibenzylideneacetone)dipalladium(0) (407 mg, 0.44 mmol, 0.02 eq), 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (257 mg, 0.44 mmol, 0.02 eq) and sodium tert-butoxide (3.2 g, 0.33 mmol, 1.5 eq) were mixed in degassed anhydrous dioxane (50 mL) and subjected to microwave irradiation at 115° C. for 40 minutes. Upon cooling diethyl ether (50 mL) was added. A precipitate formed which was filtered and washed with ether to give 4.1 g of the title compound (42%). [M+H] calc'd for C22H18FN5O4, 436; found, 436.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293901B2
Source datasetuspto-grants-2012_10
ORD IDord-8220d281b8744de1a25fc5e0c2028b7c
Source noteuspto-grants-2012_10