HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid → Tert-butyl (2-methoxyethyl)(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)carbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methoxymethyl)-2'-methylbiphenyl-4-carboxylic acid | HCID 59495822 | — |
| Reactant | tert-Butyl 3-[amino(hydroxyimino)methyl]benzyl(2-methoxyethyl)carbamate | HCID 72307486 | — |
| Product | Tert-butyl (2-methoxyethyl)(3-{5-[2-(methoxymethyl)-2'-methylbiphenyl-4-yl]-1,2,4-oxadiazol-3-yl}benzyl)carbamate | HCID 86645661 | — |
Reaction Steps
The title compound was prepared following procedure described for example 141, step 1, but starting from Intermediate 70 (194.03 mg; 0.60 mmol) and Intermediate 28 (161.47 mg; 0.63 mmol), the crude mixture was purified by flash chromatography (C-hex/(DCM/EtOAc 1:1) to afford the title compound as a colorless oil. 1H NMR (CDCl3, 300 MHz) δ 8.45 (d, J=1.4 Hz, 1H), 8.17 (dd, J=7.8, 1.7 Hz, 1H), 8.11-8.08 (m, 2H), 7.48 (t, J=7.7 Hz, 1H), 7.41-7.23 (m, 5H), 7.13 (d, J=7.3 Hz, 1H), 4.63-4.60 (m, 2H), 4.23 (s, 2H), 3.54-3.33 (m, 10H), 2.08 (s, 3H), 1.49 (br s, 9H).). LC/MS (Method B): 544.5 (M+H)+. HPLC (Method A) Rt 6.61 min (Purity: 99.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-e45b7475d0d442dc8a41f46cd054b0f2 |
| Source note | uspto-grants-2012_06 |