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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1685786Generated: November 3, 2026

5-Diethylaminomethyl-4-methyl-thiophene-2-carboxylic acid → N-((2S)-3-{4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2-chloro-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

https://huagongshe.com/reaction/1685786

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Diethylaminomethyl-4-methyl-thiophene-2-carboxylic acidHCID 67265480—
ReactantHCID 178426668HCID 178426668—
ProductN-((2S)-3-{4-[5-(5-Diethylaminomethyl-4-methyl-thiophen-2-yl)-[1,2,4]oxadiazol-3-yl]-2-chloro-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamideHCID 6682929150.7%

Reaction Steps

The title compound (31 mg) is prepared starting from 5-diethylaminomethyl-4-methyl-thiophene-2-carboxylic acid (30 mg, 130 μmol) and (S)-2-hydroxy-N-(2-hydroxy-3-[4-(N-hydroxycarbamimidoyl)-2-chloro-6-methyl-phenoxy]-propyl)-acetamide (39 mg, 117 μmol) according to Method A; LC-MS: tR=0.53 min; [M+1]+=523.14; 1H NMR (D6-DMSO): δ1.03 (t, J=7.0 Hz, 6H), 2.22 (s, 3H), 2.40 (s, 3H), 2.58 (q, J=7.0 Hz, 4H), 3.20-3.29 (m, 1H), 3.40-3.48 (m, 1H), 3.74 (s, 2H), 3.83 (d, J=5.8 Hz, 2H), 3.86-4.01 (m, 3H), 5.32 (d, J=5.3 Hz, 1H), 5.55 (t, J=6.0 Hz, 1H), 7.70 (t br, J=6.0 Hz, 1H), 7.82 (s, 1H), 7.86-7.89 (m, 1H), 7.89-7.90 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148410B2
Source datasetuspto-grants-2012_04
ORD IDord-64590d11815245ce93e7958f27c376a5
Source noteuspto-grants-2012_04