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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410570Generated: October 26, 2026

2'-Chloro-2-(methoxymethyl)biphenyl-4-carboxylic acid → Tert-butyl N-(3-{5-[2'-chloro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinate

https://huagongshe.com/reaction/2410570

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2'-Chloro-2-(methoxymethyl)biphenyl-4-carboxylic acidHCID 58066291—
ReactantTert-butyl[{3-[amino(hydroxyimino)methyl]benzyl}(methyl)amino]acetateHCID 72307500—
ProductTert-butyl N-(3-{5-[2'-chloro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinateHCID 66678259—
ProductN-(3-{5-[2'-chloro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycine, hydrochloride saltHCID 131731798—

Reaction Steps

Tert-butyl N-(3-{5-[2′-chloro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinate was prepared following the general procedure 4 starting from Intermediate 13 and Intermediate 21. It was hydrolyzed following the general procedure 8 affording the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 8.33 (s, 2H), 8.22 (m, 2H), 7.79-7.69 (m, 2H), 7.63 (m, 1H), 7.53-7.45 (m, 3H), 7.37 (m, 1H), 4.48 (s, 2H), 4.29 (d, J=13.1 Hz, 1H), 4.21 (d, J=13.1 Hz, 1H), 4.12 (s, 2H), 3.24 (s, 3H), 2.81 (s, 3H). LC/MS (Method B): 476.4 (M−H)−, 478.3 (M+H)+. HPLC (Method A) Rt 3.99 min (Purity: 98.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815919B2
Source datasetuspto-grants-2014_08
ORD IDord-e0edac63f5374564a1cf697edb602244
Source noteuspto-grants-2014_08