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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 630499Generated: October 30, 2026

Lithium hydroxide, monohydrate → 1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acid

https://huagongshe.com/reaction/630499

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 1-(5-bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylateHCID 118666039—
SolventOxolane--water (1/1)HCID 21881883—
Product1-(5-Bromopyrimidin-2-yl)-3-(methylthio)-1H-indole-6-carboxylic acidHCID 118666060—

Reaction Steps

Lithium hydroxide monohydrate (1.63 g, 39.78 mmol) was added to an ice-cooled suspension of 51b) (5 g, 13.26 mmol) in THF/water (1:1, 50 mL) and the resulting mixture was stirred at room temperature for 16 h. The solvents were removed under reduced pressure and the residue was dissolved in water (20 mL). The aqueous solution was washed with ethyl acetate (2×20 mL), acidified with sodium hydrogen sulfate and extracted with dichloromethane (3×50 mL). The combined organic layers were dried over sodium sulfate and evaporated. White solid. Yield: 4 g (83% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315490B2
Source datasetuspto-grants-2016_04
ORD IDord-00bf6cabb12b44f9b28864283d555c71
Source noteuspto-grants-2016_04