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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245111Generated: October 31, 2026

2-Cyclopentyl-6-methoxyisonicotinic acid → N-((2S)-3-{2-Chloro-4-[5-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide

https://huagongshe.com/reaction/245111

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Cyclopentyl-6-methoxyisonicotinic acidHCID 58418037—
ReactantHCID 178426668HCID 178426668—
ProductN-((2S)-3-{2-Chloro-4-[5-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamideHCID 4987216157.8%

Reaction Steps

The title compound (135 mg) is prepared in analogy to Example 6 starting from 2-cyclopentyl-6-methoxy-isonicotinic acid (100 mg, 452 μmol) and (S)—N-(3-[2-chloro-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide (150 mg, 452 μmol): LC-MS**: tR=0.85 min, [M+H]+=517.21; 1H NMR (CDCl3): δ1.69-1.80 (m, 2H), 1.83-1.95 (m, 4H), 2.06-2.15 (m, 2H), 2.42 (s, 3H), 3.19-3.29 (m, 1H), 3.53-3.61 (m, 1H), 3.81 (ddd, J=14.1, 6.5, 3.5 Hz, 1H), 3.97-4.01 (m, 1H), 4.01 (s, 3H), 4.06 (dd, J=9.5, 4.8 Hz, 1H), 4.21 (s, 2H), 4.21-4.26 (m, 1H), 7.12 (t br, J=6.0 Hz, 1H), 7.27 (d, J=1.3 Hz, 1H), 7.48 (d, J=1.0 Hz, 1H), 7.92 (d, J=1.5 Hz, 1H), 8.05 (d, J=1.8 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658675B2
Source datasetuspto-grants-2014_02
ORD IDord-3d3f5890bbe8411ca9c9693a9e0e12d7
Source noteuspto-grants-2014_02