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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699000Generated: November 1, 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/1699000

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% Pd/C (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) δ7.62 (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 numberUS06344485B1
Source datasetuspto-grants-2002_02
ORD IDord-9c2907ba3f3e4feab63d47f6413524eb
Source noteuspto-grants-2002_02