HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-(methylamino)propanoate → (S)-3-((3-(4-(5-(2-Cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)(methyl)amino)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-(methylamino)propanoate | HCID 541480 | — |
| Reactant | (S)-5-(2-cyclopentyl-6-methoxypyridin-4-yl)-3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazole | HCID 86702019 | — |
| Product | (S)-3-((3-(4-(5-(2-Cyclopentyl-6-methoxypyridin-4-yl)-1,2,4-oxadiazol-3-yl)-2-ethyl-6-methylphenoxy)-2-hydroxypropyl)(methyl)amino)propanoic acid | HCID 57525018 | — |
Reaction Steps
The title compound is prepared starting from (S)-5-(2-cyclopentyl-6-methoxypyridin-4-yl)-3-(3-ethyl-5-methyl-4-(oxiran-2-ylmethoxy)phenyl)-1,2,4-oxadiazole and ethyl-3-(methylamino)-propanoate in analogy to Example 9; LC-MS: tR=0.95 min, [M+H]+=539.53; 1H NMR (CDCl3): δ 7.84 (s, 1H), 7.82 (s, 1H), 7.48 (s, 1H), 7.27 (s, 1H), 6.49 (s br, 2H), 4.52-4.60 (m, 1H), 4.00 (s, 3H), 3.90-3.96 (m, 1H), 3.84-3.90 (m, 1H), 3.41-3.51 (m, 2H), 3.18-3.39 (m, 3H), 2.97 (s, 3H), 2.68-2.80 (m, 4H), 2.36 (s, 3H), 2.04-2.14 (m, 2H), 1.82-1.94 (m, 4H), 1.68-1.78 (m, 2H), 1.30 (t, J=7.5 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133179B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-7864e178b40d4a2bac8ae4c75b4e958d |
| Source note | uspto-grants-2015_09 |