HuagongsheHuagongshe Chemistry Print Report · For research reference only
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
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2'-Chloro-2-(methoxymethyl)biphenyl-4-carboxylic acid | HCID 58066291 | — |
| Reactant | Tert-butyl[{3-[amino(hydroxyimino)methyl]benzyl}(methyl)amino]acetate | HCID 72307500 | — |
| Product | Tert-butyl N-(3-{5-[2'-chloro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycinate | HCID 66678259 | — |
| Product | N-(3-{5-[2'-chloro-2-(methoxymethyl)biphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)-N-methylglycine, hydrochloride salt | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815919B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-e0edac63f5374564a1cf697edb602244 |
| Source note | uspto-grants-2014_08 |