HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formate → rac-N-(3-{4-[5-(4-dimethylaminomethyl-3-methoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formate | HCID 283 | — |
| Reactant | 4-Dimethylaminomethyl-3-methoxy-benzoic acid | HCID 21182890 | — |
| Reactant | HCID 87208794 | HCID 87208794 | — |
| Reactant | HCID 178426660 | HCID 178426660 | — |
| Product | rac-N-(3-{4-[5-(4-dimethylaminomethyl-3-methoxy-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide | HCID 66932285 | — |
Reaction Steps
The title compound was prepared in analogy to rac-N-(3-{4-[5-(3-formyl-phenyl)-[1,2,4]oxadiazol-3-yl]-2,6-dimethyl-phenoxy}-2-hydroxy-propyl)-2-hydroxy-acetamide, starting from 4-dimethylaminomethyl-3-methoxy-benzoic acid and rac-2-hydroxy-N-{2-hydroxy-3-[4-(N-hydroxycarbamimidoyl)-2,6-dimethyl-phenoxy]-propyl}-acetamide. LC-MS: tR=0.71 min; [M+1]+=485.27; 1H NMR (CDCl3): δ2.36 (s, 6H), 2.54 (s, 6H), 3.45-3.54 (m, 1H), 3.74-3.91 (m, 3H), 3.92 (s, 2H), 4.01 (s, 3H), 4.15-4.20 (m, 3H), 7.13 (t, J=5.8 Hz, 1H), 7.60 (d, J=8.0 Hz, 1H), 7.72 (s, 1H), 7.81-7.86 (m, 3H), 8.50 (s, 1H) (as formate salt).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410151B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-91bb74cdd1d949e695ba01ea8cf30481 |
| Source note | uspto-grants-2013_04 |