HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2'-Chloro-3'-fluoro-2-(methoxymethyl)biphenyl-4-carboxylic acid | HCID 58066268 | — |
| Reactant | tert-butyl N-{4-[amino(hydroxyimino)methyl]-2-fluorobenzyl}-N-methylglycinate | HCID 76685325 | — |
| Product | Tert-butyl n-(4-{5-[2'-chloro-3'-fluoro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzyl)-n-methylglycinate | HCID 66678576 | — |
| Product | N-(4-{5-[2'-chloro-3'-fluoro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}-2-fluorobenzyl)-N-methylglycine, hydrochloride salt | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815919B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-1a8c5daa4e1b4a64baaf67b7d5097d0b |
| Source note | uspto-grants-2014_08 |