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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548787Generated: October 28, 2026

Phenyl 6-(2-chloro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate → N-(2-tert-butoxyethoxy)-6-(2-chloro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide

https://huagongshe.com/reaction/548787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenyl 6-(2-chloro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylateHCID 25108891—
ReactantO-(2-tert-butoxyethyl)hydroxylamineHCID 46856370—
SolventTetrahydrofuranHCID 8028—
ProductN-(2-tert-butoxyethoxy)-6-(2-chloro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamideHCID 25108892—

Reaction Conditions

Temperature100 °C

Reaction Steps

Phenyl 6-(2-chloro-4-iodophenylamino)-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (Example 23; 100 mg, 0.195 mmol, 1 eq) and O-(2-tert-butoxyethyl)hydroxylamine (See, WO05/110410; 260 mg, 1.95 mmol, 10 eq) were mixed in anhydrous THF (3 ml) and heated at 100° C. for 50 minutes in a microwave reactor. The protected product Example 24 was isolated by HPLC. [M+H] calc'd for C19H24ClIN4O5, 551. found, 551.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07943626B2
Source datasetuspto-grants-2011_05
ORD IDord-30671214fab54bb0be2c53c5b8599d7f
Source noteuspto-grants-2011_05