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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 20525Generated: October 26, 2026

methyl 3-hydroxy-5-[(1S)-2-hydroxy-1-methylethoxy]benzoate → 3-[4-(Azetidin-1-ylcarbonyl)-2-chlorophenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-(5-methylpyrazin-2-yl)benzamide

https://huagongshe.com/reaction/20525

Reaction equation

Participants

RoleNameHCIDCharge
Reactantmethyl 3-hydroxy-5-[(1S)-2-hydroxy-1-methylethoxy]benzoateHCID 59127187—
Reactant3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-(5-methylpyrazin-2-yl)benzamideHCID 59346860—
Reactant(Azetidin-1-yl)(3-chloro-4-fluorophenyl)methanoneHCID 59346868—
Product3-[4-(Azetidin-1-ylcarbonyl)-2-chlorophenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-(5-methylpyrazin-2-yl)benzamideHCID 57904723—

Reaction Steps

3-[4-(Azetidin-1-ylcarbonyl)-2-chlorophenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-(5-methylpyrazin-2-yl)benzamide was prepared from methyl 3-hydroxy-5-[(1S)-2-hydroxy-1-methylethoxy]benzoate in an analogous fashion to 3-[4-(azetidin-1-ylcarbonyl)-2-fluorophenoxy]-5-((1S)-2-{[tert-butyl(dimethyl)silyl]oxy}-1-methylethoxy)-N-(5-methylpyrazin-2-yl)benzamide but replacing 1-(3,4-difluorobenzoyl)azetidine with 1-(3-chloro-4-fluorobenzoyl)azetidine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745475B2
Source datasetuspto-grants-2010_06
ORD IDord-694c29f832194ee3a8c08d86f4310491
Source noteuspto-grants-2010_06