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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2410603Generated: November 3, 2026

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

https://huagongshe.com/reaction/2410603

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2'-Chloro-3'-fluoro-2-(methoxymethyl)biphenyl-4-carboxylic acidHCID 58066268—
Reactanttert-butyl N-{4-[amino(hydroxyimino)methyl]-2-fluorobenzyl}-N-methylglycinateHCID 76685325—
ProductTert-butyl n-(4-{5-[2'-chloro-3'-fluoro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzyl)-n-methylglycinateHCID 66678576—
ProductN-(4-{5-[2'-chloro-3'-fluoro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzyl)-N-methylglycine, hydrochloride saltHCID 131731805—

Reaction Steps

Tert-butyl N-(4-{5-[2′-chloro-3′-fluoro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzyl)-N-methylglycinate was prepared following the general procedure 3 starting from Intermediate 62 and Intermediate 32. It was hydrolyzed following general procedure 8 to afford the title compound as a white powder. 1H NMR (DMSO-d6, 300 MHz) δ 8.36 (brs, 1H), 8.23 (m, 1H), 8.08 (m, 1H), 8.00 (m, 1H), 7.89 (m, 1H), 7.54 (m, 3H), 7.26 (m, 1H), 4.48 (brs, 2H), 4.28 (m, 2H), 4.12 (brs, 2H), 3.25 (s, 3H), 2.80 (s, 3H). LC/MS (Method B): 514.1 (M+H)+, 512.2 (M−H)−. HPLC (Method A) Rt 3.90 min (Purity: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815919B2
Source datasetuspto-grants-2014_08
ORD IDord-1a8c5daa4e1b4a64baaf67b7d5097d0b
Source noteuspto-grants-2014_08