HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 3-Ethyl[1,2,4]oxadiazol-5-ylmethyl 2-[5'-(4-fluorophenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl]ethylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (3-Ethyl-1,2,4-oxadiazol-5-yl)methanol | HCID 28063865 | — |
| Reactant | 4-nitrophenyl 2-[5'-(4-fluorophenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl]-ethylcarbamate | HCID 66660837 | — |
| Product | 3-Ethyl[1,2,4]oxadiazol-5-ylmethyl 2-[5'-(4-fluorophenyl)-3,4,5,6-tetrahydro-2H-[1,2']bipyridinyl-4-yl]ethylcarbamate | HCID 46200893 | 60.9% |
Reaction Steps
The process is performed according to the procedure described in Example 1 (step 1.6.). Starting with 0.23 g (0.5 mmol) of 4-nitrophenyl 2-[5′-(4-fluorophenyl)-3,4,5,6-tetrahydro-2H-[1,2′]bipyridinyl-4-yl]ethylcarbamate, described in Example 1 (step 1.5.), 0.128 g (0.99 mmol) of N,N-diisopropylethylamine, 0.030 g (0.25 mmol) of N,N-dimethylaminopyridine and 0.067 g (0.50 mmol) of 3-ethyl[1,2,4]oxadiazol-5-ylmethanol, and after chromatography on silica gel, eluting with a 99/1/0.1 mixture of dichloromethane, methanol and 28% aqueous ammonia, 0.138 g of pure product is obtained in the form of a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08716289B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-3aa3e39356e74694b9fee5bb302c019f |
| Source note | uspto-grants-2014_05 |