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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1394827Generated: November 3, 2026

Methanol → 5-(2-Hydroxy-benzoylamino)-1-methyl-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/1394827

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant5-(2-Acetoxy-benzoylamino)-1-methyl-1H-indole-2-carboxylic acid ethyl esterHCID 69195005—
SolventTetrahydrofuranHCID 8028—
Product5-(2-Hydroxy-benzoylamino)-1-methyl-1H-indole-2-carboxylic acidHCID 22262709—

Reaction Steps

The product of step (a) (2.0 g, 5.26 mM) was dissolved in THF (30 mL), methanol (10 mL), and water (10 mL). The mixture was treated with lithium hydroxide (882 mg, 21.04 mM) and the mixture was stirred at room temperature for 3 hours. The mixture was concentrated to 15 mL and the pH was adjusted to about 3.0 with 1N HCl. The mixture was extracted 3 times with ethyl acetate (25 mL). The ethyl acetate fractions were combined, dried over MgSO4, filtered and concentrated to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348355B2
Source datasetuspto-grants-2008_03
ORD IDord-dd59cf149a8d4085bc53081ee956881e
Source noteuspto-grants-2008_03