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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875029Generated: November 3, 2026

Methanol → HCID 68485877, compound

https://huagongshe.com/reaction/1875029

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 86761649HCID 86761649—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68485877HCID 68485877162.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

Lithium hydroxide (0.037 g, 1.55 mmol) was added to a solution of 1-(1,1-dimethylethyl)2-ethyl 6-({3-[(1,1-dimethylethyl)oxy]propanoyl}amino)-1H-indole-1,2-dicarboxylate (0.067 g, 0.155 mmol) in THF:methanol:water/3:1:1 (3 mL). The mixture was heated at 50° C. for 1 hr. 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 dried over sodium sulfate and concentrated to give the title compound (0.051 g, 108%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.40 (br. s., 1H), 9.82 (s, 1H), 7.94 (s, 1H), 7.44 (d, 1H), 7.04 (d, 1H), 6.85 (s, 1H), 3.57 (t, 2H), 2.33-2.48 (m, 2H), 1.09 (s, 9H). ES MS: m/z 305 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-3fbc2c1abf394d569dba01f3f6b5bcc0
Source noteuspto-grants-2012_11