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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875032Generated: November 4, 2026

Methanol → HCID 68485386, compound

https://huagongshe.com/reaction/1875032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 86761650HCID 86761650—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68485386HCID 6848538679.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

Lithium hydroxide (0.068 g, 2.85 mmol) was added to a solution of 1-(1,1-dimethylethyl)2-ethyl 6-[(methylsulfonyl)amino]-1H-indole-1,2-dicarboxylate (0.109 g, 0.285 mmol) in THF:methanol:water/3:1:1 (3 mL). The mixture was heated at 50° C. for 2 hrs. The solvent was evaporated and the residue was dissolved in water, acidified with 1N aqueous HCl and extracted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated to give the title compound (0.040 g, 55%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 12.92 (br. s., 1H), 11.41-11.79 (m, 1H), 9.32-9.73 (m, 1H), 7.48-7.57 (m, 1H), 7.31 (s, 1H), 6.94-7.00 (m, 1H), 6.88-6.94 (m, 1H), 2.88 (s, 3H). ES MS: m/z 253 (M−1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-0a79a36f301845d5848254ccf8f47133
Source noteuspto-grants-2012_11