HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-Chlorohydrin, (+)- → (S)-3-{2-Chloro-4-[5-(2-cyclohexyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-propane-1,2-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha-Chlorohydrin, (+)- | HCID 148904 | — |
| Reactant | HCID 67491148 | HCID 67491148 | — |
| Reactant | HCID 178426665 | HCID 178426665 | — |
| Product | (S)-3-{2-Chloro-4-[5-(2-cyclohexyl-6-methoxy-pyridin-4-yl)-[1,2,4]oxadiazol-3-yl]-6-methyl-phenoxy}-propane-1,2-diol | HCID 67491206 | — |
Reaction Steps
The title compound is prepared in analogy to Example 3 starting from 2-cyclohexyl-6-methoxy-isonicotinic acid, 3-chloro-4,N-dihydroxy-5-methyl-benzamidine and (S)-3-chloro-1,2-propanediol; LC-MS**: tR=1.01 min, [M+H]+=473.95; 1H NMR (CDCl3): δ: 8.08 (s, 1H), 7.94 (s, 1H), 7.48 (s, 1H), 7.30 (s, 1H), 4.18 (m, 1H), 4.10-4.14 (m, 2H), 4.03 (s, 3H), 3.84-3.95 (m, 2H), 2.84 (s br, 1H), 2.69-2.80 (m, 1H), 2.45 (s, 3H), 1.99-2.13 (m, 2H), 1.86-1.96 (m, 2H), 1.76-1.84 (m, 1H), 1.15-1.68 (m, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08658675B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-17f4d59e53864a87973a746fab00d37a |
| Source note | uspto-grants-2014_02 |