HuagongsheHuagongshe Chemistry Print Report · For research reference only
Nipecotic Acid → 3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Nipecotic Acid | HCID 4498 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(3-Amino-1,2,4-oxadiazol-5-yl)-1-azabicyclo(2.2.1)heptane | HCID 163938 | — |
Reaction Steps
Under argon and at RT, HATU (1.2 eq.), N,N-diisopropylethylamine (2.2 eq.) and the appropriate N′-hydroxyimidamide (1.1 eq.) are added to a solution of the appropriate piperidine-3-carboxylic acid in dimethylformamide (10 ml/mmol). The reaction mixture is stirred at RT until the formation of the intermediate has gone to completion and then stirred further at 120° C. until the desired product is formed from this intermediate. The reaction mixture is then purified by preparative HPLC.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119663B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-4ee5b97b5348489483f823bf15cc64eb |
| Source note | uspto-grants-2012_02 |