HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-(1-Ethyl-propyl)-4-methyl-pyridine-2-carboxylic acid → N-[(S)-3-(2-Ethyl-4-{5-[6-(1-ethyl-propyl)-4-methyl-pyridin-2-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-2-hydroxy-propyl]-2-hydroxy-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-(1-Ethyl-propyl)-4-methyl-pyridine-2-carboxylic acid | HCID 68630160 | — |
| Reactant | HCID 178436630 | HCID 178436630 | — |
| Product | N-[(S)-3-(2-Ethyl-4-{5-[6-(1-ethyl-propyl)-4-methyl-pyridin-2-yl]-[1,2,4]oxadiazol-3-yl}-6-methyl-phenoxy)-2-hydroxy-propyl]-2-hydroxy-acetamide | HCID 44218322 | 21.8% |
Reaction Steps
The title compound (35 mg) is prepared by coupling and cyclizing 6-(1-ethyl-propyl)-4-methyl-pyridine-2-carboxylic acid (67 mg, 323 μmol) and N—((S)-3-[2-ethyl-4-(N-hydroxycarbamimidoyl)-6-methyl-phenoxy]-2-hydroxy-propyl)-2-hydroxy-acetamide (137 mg, 420 μmol) as described in Example 1; LC-MS*: tR=1.01 min, [M+H]+=497.23; 1H NMR (CDCl3): δ0.85 (t, J=7.5 Hz, 6H), 1.31 (t, J=7.3 Hz, 3H), 1.79 (quint, J=7.0 Hz, 4H), 2.38 (s, 3H), 2.49 (s, 3H), 2.70-2.80 (m, 3H), 3.48-3.56 (m, 2H), 3.75-3.93 (m, 3H), 4.18-4.24 (m, 3H), 7.11 (t, J=5.5 Hz, 1H), 7.16 (s, 1H), 7.90 (s, 1H), 7.91 (s, 1H), 8.00 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575200B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-9a20e5d5579a4d22977f687b9c1ee45b |
| Source note | uspto-grants-2013_11 |