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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1874820Generated: November 1, 2026

Methanol → HCID 57901795, compound

https://huagongshe.com/reaction/1874820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 57901606HCID 57901606—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57901795HCID 5790179591.1%

Reaction Steps

Lithium hydroxide (0.196 g, 8.18 mmol) was added to a solution of ethyl 7-({[(1,1-dimethylethyl)oxy]carbonyl}amino)-1H-indole-2-carboxylate (0.249 g, 0.818 mmol) in THF:MeOH:water/3:1:1 (5 mL). The mixture was stirred at RT overnight. The solvent was evaporated and the residue was dissolved in water, acidified with 6N aqueous HCl, and extracted with ethyl acetate. The organic layer was dried over sodium sulfate and concentrated to give the title compound (0.206 g, 90%) as a white solid. 1H NMR (400 MHz, CDCl3) δ ppm 11.36 (s, 1H), 9.29 (s, 1H), 7.28-7.53 (m, 2H), 7.14-7.28 (m, 2H), 6.97-7.13 (m, 1H), 1.41-1.80 (m, 9H). MS m/z 277 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-baa5c9b10c744eae9f3906e0a0b2d336
Source noteuspto-grants-2012_11