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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1198190Generated: November 2, 2026

Methyl 3-methoxy-4-((1-methyl-5-nitro-1H-indol-3-yl)methyl)benzoate → Methyl 4-((5-amino-1-methyl-1H-indol-3-yl)methyl)-3-methoxybenzoate

https://huagongshe.com/reaction/1198190

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-methoxy-4-((1-methyl-5-nitro-1H-indol-3-yl)methyl)benzoateHCID 11772604—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 4-((5-amino-1-methyl-1H-indol-3-yl)methyl)-3-methoxybenzoateHCID 11209537109.2%

Reaction Steps

A solution of methyl 3-methoxy-4-(1-methyl-5-nitroindol-3-ylmethyl)benzoate (1.5 grams) in 50 mL of tetrahydrofuran was hydrogenated at 40 p.s.i. in the presence of 10% palladium-on-carbon (0.3 grams) for 3 hours. The reaction was filtered and the filtrate evaporated to give 1.5 grams of title compound. NMR (CDCl3) δ:3.35, (broad s, 2H), 3.65 (s, 3H), 3.95 (s, 3H), 4.05 (s, 2H), 6.85 (m, 3H), 7.10 (m, 2H), 7.50 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05280039
Source datasetuspto-grants-1994_01
ORD IDord-a52e81431c4e42089f887b25d8af2e49
Source noteuspto-grants-1994_01