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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685797Generated: November 2, 2026

N,N-Dimethylethylenediamine → 4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-N-(2-dimethylamino-ethyl)-benzamide

https://huagongshe.com/reaction/1685797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylethylenediamineHCID 66053—
Reactant4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-benzoic acidHCID 67265378—
Product4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-N-(2-dimethylamino-ethyl)-benzamideHCID 6726568820.4%

Reaction Steps

The title compound (9 mg) is prepared in analogy to Example 189 step b) starting from 4-[5-(5-diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-benzoic acid (37 mg, 100 μmol) and N1,N1-dimethyl-ethane-1,2-diamine (10 mg, 110 μmol); LC-MS: tR=0.42 min; [M+1]+=442.23. 1H NMR (CDCl3): δ1.11 (t, J=7.0 Hz, 6H), 2.26 (s, 3H), 2.32 (s, 6H), 2.58 (t, J=6.0 Hz, 2H), 2.64 (q, J=7.0 Hz, 4H), 3.55-3.62 (m, 2H), 3.73 (s, 2H), 6.95 (t br, J=4.8 Hz, 1H), 7.68 (s, 1H), 7.92-7.96 (m, 2H), 8.21-8.25 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148410B2
Source datasetuspto-grants-2012_04
ORD IDord-c36c89b4e5314b9c862d62dd815a8790
Source noteuspto-grants-2012_04