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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2278807Generated: November 1, 2026

3-Bromo-1-propanol → 2-((3-(4-(3-(2-Cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-5-yl)-2-ethyl-6-methylphenoxy)propyl)amino)acetic acid

https://huagongshe.com/reaction/2278807

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Bromo-1-propanolHCID 12308—
ReactantGlycine tert-butyl esterHCID 151417—
Reactant4-[3-(2-Cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-2-ethyl-6-methyl-phenolHCID 136391017—
Product2-((3-(4-(3-(2-Cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-5-yl)-2-ethyl-6-methylphenoxy)propyl)amino)acetic acidHCID 57520391—

Reaction Steps

The title compound is prepared starting from 4-[3-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-5-yl]-2-ethyl-6-methyl-phenol (Example 53, step b) in analogy to Example 1 using 3-bromo-propanol and glycine tert.-butyl ester; LC-MS: tR=0.97 min, [M+H]+=495.24; 1H NMR (CDCl3): δ 7.84 (s, 1H), 7.80 (s, 1H), 7.41 (s, 1H), 7.22 (s, 1H), 3.97 (s, 3H), 3.91 (t, J=5.3 Hz, 2H), 3.66 (s, 2H), 3.34-3.41 (m, 2H), 3.13-3.23 (m, 1H), 2.68 (q, J=7.4 Hz, 2H), 2.35-2.43 (m, 2H), 2.33 (s, 3H), 2.02-2.11 (m, 2H), 1.81-1.93 (m, 4H), 1.67-1.76 (m, 2H), 1.29 (t, J=7.5 Hz, 3H); 13C NMR (CDCl3): δ 175.7, 170.8, 167.7, 165.0, 164.2, 158.8, 137.9, 136.7, 131.9, 129.0, 127.3, 120.0, 111.9, 105.5, 70.0, 53.5, 50.0, 47.5, 45.4, 33.3, 27.2, 25.9, 22.8, 16.5, 14.7.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133179B2
Source datasetuspto-grants-2015_09
ORD IDord-246ea5bd29b44c3182ac6b4c68268df9
Source noteuspto-grants-2015_09