HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate → (3-(3-Fluoro-4-(pyrrolidin-1-ylmethyl)phenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate | HCID 651752 | — |
| Reactant | 1-(4-(Azetidin-3-yloxy)-2-fluorobenzyl)pyrrolidine | HCID 66653359 | — |
| Product | (3-(3-Fluoro-4-(pyrrolidin-1-ylmethyl)phenoxy)azetidin-1-yl)(5-phenyl-1,3,4-oxadiazol-2-yl)methanone | HCID 56598125 | 71% |
Reaction Steps
Using a similar protocol as described in Example 16 employing 31C (0.11 g, 0.44 mmol) and ethyl 5-phenyl-1,3,4-oxadiazole-2-carboxylate (0.10 g, 0.48 mmol) as starting materials afforded 130 mg (71%) of 31 as a solid. 1H NMR (500 MHz, CDCl3): δ 1.80 (s, 4H), 2.50 (s, 4H), 3.65 (s, 2H), 4.30 (m, 1H), 4.65 (m, 1H), 4.75 (m, 1H), 5.05 (m, 1H), 5.15 (m, 1H), 6.50 (m, 2H), 7.30 (t, 1H), 7.55 (m, 3H), 8.20 (d, 2H), MS (APCI+) m/z 423 [M+H]+, LC purity: 95%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546375B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-051fccbe00b749e580e475d2ae75b1f3 |
| Source note | uspto-grants-2013_10 |