HuagongsheHuagongshe Chemistry Print Report · For research reference only
(1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochloride → 1-({3-[3-(2-Methoxyethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)piperidine-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (1E)-N'-Hydroxy-3-methoxypropanimidamide hydrochloride | HCID 4390391 | — |
| Reactant | 1-[(4-Cyanopiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid | HCID 58002332 | — |
| Product | 1-({3-[3-(2-Methoxyethyl)-1,2,4-oxadiazol-5-yl]-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)piperidine-4-carbonitrile | HCID 58002230 | 47% |
Reaction Steps
250 mg (0.611 mmol) of 1-[(4-cyanopiperidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid (Example OOA) and 106 mg (0.672 mmol, 75% pure) of N′-hydroxy-3-methoxypropanimidamide (Example 64A) were reacted according to the General Method 1. Enantiomer separation of the racemate according to Method 16D gave 77.0 mg of the title compound from Example 277 and 70.0 mg of the title compound from Example 278 (47% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119663B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-a756521180f74681800296f68106b4a8 |
| Source note | uspto-grants-2012_02 |