HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxy-2-methylbenzaldehyde → 4-(1-(5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)-2-methylbenzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxy-2-methylbenzaldehyde | HCID 458185 | — |
| Reactant | 1-(5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate | HCID 58043131 | — |
| Product | 4-(1-(5-(4-Methoxyphenyl)-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yloxy)-2-methylbenzaldehyde | HCID 58043156 | 67% |
Reaction Steps
Using a similar protocol as described in Example 71A employing 73B and 4-hydroxy-2-methylbenzaldehyde as starting materials afforded 9.4 g (67%) of 73C as a solid. 1H NMR (500 MHz, CDCl3): δ 2.67 (s, 3H), 3.89 (s, 3H), 4.37 (m, 1H), 4.70 (m, 1H), 4.78 (m, 1H), 5.15 (m, 2H), 6.65 (s, 1H), 6.74 (d, 1H), 7.02 (d, 2H), 7.78 (d, 1H), 8.11 (d, 2H), 10.2 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546375B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ac9959718e744e7f826dac07957b91ab |
| Source note | uspto-grants-2013_10 |