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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952533Generated: November 2, 2026

Benzyl 4-(1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-6-(4-(2-ethoxy-2-oxoethyl)-5-(3-hydroxy phenyl)thiophene-2-carbonyl)-1H-indol-2-yl)benzoate → 4-(1-(4-(1,3-Dioxoisoindolin-2-yl)butyl)-6-(4-(2-ethoxy-2-oxoethyl)-5-(3-hydroxyphenyl)thiophene-2-carbonyl)-1H-indol-2-yl)benzoic acid

https://huagongshe.com/reaction/1952533

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl 4-(1-(4-(1,3-dioxoisoindolin-2-yl)butyl)-6-(4-(2-ethoxy-2-oxoethyl)-5-(3-hydroxy phenyl)thiophene-2-carbonyl)-1H-indol-2-yl)benzoateHCID 67497144—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product4-(1-(4-(1,3-Dioxoisoindolin-2-yl)butyl)-6-(4-(2-ethoxy-2-oxoethyl)-5-(3-hydroxyphenyl)thiophene-2-carbonyl)-1H-indol-2-yl)benzoic acidHCID 6749672688%

Reaction Steps

A mixture of 6 (50 mg, 0.061 mmol) and 10% Pd—C (20 mg) in MeOH (8 mL) and EtOAc (3 mL) was stirred under 1 atm H2 atmosphere until 6 was no longer detected by TLC. The resulting solution was filtered and concentrated in vacuo to give 7 as a yellow amorphous solid (39 mg, 88%). 1H NMR (400 MHz, CDCl3) δ 8.16 (d, J=8.4 Hz, 2H), 8.06 (s, 1H), 7.77-7.65 (m, 7H), 7.59 (d, J=8.0 Hz, 2H), 7.29 (t, J=8.0 Hz, 2H), 7.11 (s, 1H), 7.03 (d, J=7.6 Hz, 1H), 6.93 (d, J=8.0 Hz, 1H), 6.66 (s, 1H), 4.34 (brt, 2H), 4.15 (q, J=7.2 Hz, 2H), 3.72 (s, 2H), 3.52 (brt, 2H), 1.72-1.65 (m, 2H), 1.51-1.47 (m, 2H), and 1.24 (t, J=7.2 Hz, 3H); 13C NMR (100 MHz, CDCl3) δ 188.63, 171.67, 170.53, 168.73, 157.13, 149.52, 143.65, 141.52, 137.98, 137.73, 137.34, 134.34, 134.25, 131.97, 131.89, 131.84, 130.82, 130.56, 130.40, 129.55, 129.37, 123.54, 121.93, 121.17, 120.89, 116.52, 116.44, 112.83, 104.34, 61.59, 43.97, 37.38, 34.90, 27.46, 25.84, and 14.40.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404728B2
Source datasetuspto-grants-2013_03
ORD IDord-bc85637b30a3406e8d177c21d8bbd675
Source noteuspto-grants-2013_03