HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-(3-Methanesulfonylamino-prop-1-ynyl)-thiophene-2-carboxylic acid methyl ester → 5-(3-Methanesulfonylamino-propyl)-thiophene-2-carboxylic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-(3-Methanesulfonylamino-prop-1-ynyl)-thiophene-2-carboxylic acid methyl ester | HCID 53752688 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-(3-Methanesulfonylamino-propyl)-thiophene-2-carboxylic Acid Methyl Ester | HCID 53671081 | 97.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06376502B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-399219b7d90b4d3d86a69f863c8b86ba |
| Source note | uspto-grants-2002_04 |