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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1455844Generated: October 31, 2026

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

https://huagongshe.com/reaction/1455844

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactant(s)-5-(2-Butoxy-benzoylamino)-1-methyl-1h-indole-2-carboxylic acid {2-[benzyl(methyl)amino]-2-oxo-1-phenylethyl}-amideHCID 23589009—
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 1 N 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 numberUS07482368B2
Source datasetuspto-grants-2009_01
ORD IDord-0cbdcec9ebab45088a635a825c744f00
Source noteuspto-grants-2009_01