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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1739590Generated: November 4, 2026

HCID 10252039, compound → 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid

https://huagongshe.com/reaction/1739590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 10252039HCID 10252039—
CatalystPalladiumHCID 23938—
SolventFormic AcidHCID 284—
SolventDimethylformamideHCID 6228—
Product3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acidHCID 1033725073%

Reaction Steps

To a solution of 4-[5-benzoxycarbonyl-1H-indol-3-ylmethyl]-3-methoxy-benzoic acid methylester (3.46 grams, 8.06 mmol) in dimethylformamide (40 mL) and formic acid (2 mL) was added 10% palladium on carbon (1.5 grams). The resulting mixture was hydrogenated at 30 psi for 1.5 hours. The mixture was filtered through celite and the filtrate diluted with ethyl acetate. This solution was washed several times with 1 M hydrochloric acid (aq). The organics were then dried over magnesium sulfate and concentrated. Recrystallization from methylene chloride gave 3-(2-methoxy-4-methoxycarbonyl-benzyl)-1H-indole-5-carboxylic acid (1.97 grams, 73% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05965745
Source datasetuspto-grants-1999_10
ORD IDord-64322bc4749042dda6e38d1988468d9d
Source noteuspto-grants-1999_10