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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1027951Generated: October 29, 2026

Sufugolix → N-(4-(5-chloromethyl-1-(2,6-difluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxo-3-phenylthieno[2,3-d]pyrimidin-6-yl)phenyl)-N'-methoxyurea

https://huagongshe.com/reaction/1027951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSufugolixHCID 3038517—
ReactantCarbonochloridateHCID 21226386—
SolventTetrahydrofuranHCID 8028—
SolventSodium BicarbonateHCID 516892—
ProductN-(4-(5-chloromethyl-1-(2,6-difluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxo-3-phenylthieno[2,3-d]pyrimidin-6-yl)phenyl)-N'-methoxyureaHCID 18324813—

Reaction Steps

Into a solution of N-(4-(5-((benzyl(methyl)amino)methyl)-1-(2,6-difluorobenzyl)-1,2,3,4-tetrahydro-2,4-dioxo-3-phenylthieno[2,3-d]pyrimidin-6-yl)phenyl)-N′-methoxyurea (7.7 g, 11.53 mmol) in THF (200 ml) which was cooled with a dry ice-acetone bath was added α-choloroethyl chloroformate (1.7 ml, 11.64 mmol). The temperature of the mixture was elevated up to room temperature, and the mixture was stirred for 2.5 hours. The reaction mixture was diluted with saturated aqueous solution of sodium bicarbonate and extracted with chloroform. The organic layer was washed with saturated aqueous solution of sodium chloride, dried over magnesium sulfate and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08735401B2
Source datasetuspto-grants-2014_05
ORD IDord-416e6e82b1da40688e12479a0ecd0bb9
Source noteuspto-grants-2014_05