HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Cyclopentyl-6-methoxyisonicotinic acid → (S)-3-{2-Chloro-4-[5-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-propane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Cyclopentyl-6-methoxyisonicotinic acid | HCID 58418037 | — |
| Reactant | (R)-3-Chloro-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-N-hydroxy-5-methyl-benzamidine | HCID 178426667 | — |
| Product | (S)-3-{2-Chloro-4-[5-(2-cyclopentyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-propane-1,2-diol | HCID 49872160 | — |
Reaction Steps
The title compound is prepared in analogy to Example 1 starting from 2-cyclopentyl-6-methoxy-isonicotinic acid and (R)-3-chloro-4-(2,2-dimethyl-[1,3]dioxolan-4-ylmethoxy)-N-hydroxy-5-methyl-benzamidine; LC-MS**: tR=0.89 min, [M+H]+=460.18; 1H NMR (CDCl3): δ 1.72-1.80 (m, 2H), 1.84-1.95 (m, 4H), 2.03 (t br, J=5.8 Hz, 1H), 2.07-2.16 (m, 2H), 2.45 (s, 3H), 2.80 (d br, J=5.0 Hz, 1H), 3.20-3.29 (m, 1H), 3.83-3.93 (m, 2H), 4.02 (s, 3H), 4.11-4.14 (m, 2H), 4.15-4.21 (m, 1H), 7.30 (d, J=1.0 Hz, 1H), 7.50 (d, J=0.8 Hz, 1H), 7.95 (d, J=1.8 Hz, 1H), 8.09 (d, J=1.8 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658675B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-8858e04632244a03a1fdce6472b5e23d |
| Source note | uspto-grants-2014_02 |