HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(1H-1,2,3-triazol-1-yl)acetic acid → (2S,4R)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-chlorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(1H-1,2,3-triazol-1-yl)acetic acid | HCID 19018499 | — |
| Reactant | (2S,4R)-4-(4-chlorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide | HCID 67010612 | — |
| Product | (2S,4R)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-chlorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide | HCID 45376366 | — |
Reaction Steps
Proceeding as in Example 1, but substituting 2-(1H-1,2,3-triazol-1-yl)acetic acid and (2S,4R)-4-(4-chlorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide, gave Compound 228, (2S,4R)-1-(2-(1H-1,2,3-triazol-1-yl)acetyl)-4-(4-chlorobenzyl)-N-(4-(4-fluorophenoxy)phenyl)pyrrolidine-2-carboxamide. 1H-NMR (400 MHz, CDCl3): δ 8.94 (s, 1H), 7.79 (s, 1H), 7.56 (s, 1H), 7.43 (d, 2H), 7.30 (d, 2H), 7.14 (d, 2H), 7.00 (t, 2H), 6.94-6.89 (m, 4H), 5.28 (d, 1H), 5.14 (d, 1H), 4.78 (d, 1H), 3.68 (dd, 1H), 3.26 (t, 1H), 3.04-2.91 (m, 1H), 2.88 (dd, 1H), 2.71-2.59 (m, 2H), 1.73-1.65 (m, 1H). MS (EI) for C28H25ClFN5O3 found 534.2 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791102B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c34a4cbdb1514e6d9e111755eb6cf86b |
| Source note | uspto-grants-2014_07 |