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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 842743Generated: October 26, 2026

5-(3-Methanesulfonylamino-prop-1-ynyl)-thiophene-2-carboxylic acid methyl ester → 5-(3-Methanesulfonylamino-propyl)-thiophene-2-carboxylic Acid Methyl Ester

https://huagongshe.com/reaction/842743

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-(3-Methanesulfonylamino-prop-1-ynyl)-thiophene-2-carboxylic acid methyl esterHCID 53752688—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product5-(3-Methanesulfonylamino-propyl)-thiophene-2-carboxylic Acid Methyl EsterHCID 5367108197.6%

Reaction Steps

A solution of 5-(3-methanesulfonylamino-prop-1-ynyl)-thiophene-2-carboxylic acid methyl ester (3.0 g, 10.9 mmol) in EtOAc (100 mL) and MeOH (50 mL) was hydrogenated with 10% palladium on carbon (680 mg) at 50 psi for 7 h. The solution was filtered through a pad of Celite® with the aid of MeOH and was concentrated in vacuo to provide the title compound as an off-white solid (2.95 g). 1H NMR (300 MHz, CDCl3) δ 7.62 (d, 1H), 7.23 (d, 1H), 4.29 (m, 1H), 3.85 (s, 3H), 3.18 (q, 2H), 2.93 (m, 5H), 1.96 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06376502B1
Source datasetuspto-grants-2002_04
ORD IDord-399219b7d90b4d3d86a69f863c8b86ba
Source noteuspto-grants-2002_04