HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5-{3-[2-Ethyl-3-(4-piperidinyl)phenyl]-1,2,4-thiadiazol-5-yl}-2-(2-methylpropyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | HCID 58494079 | HCID 58494079 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5-{3-[2-Ethyl-3-(4-piperidinyl)phenyl]-1,2,4-thiadiazol-5-yl}-2-(2-methylpropyl)benzonitrile | HCID 58494015 | 99.5% |
Reaction Steps
To a solution of 1,1-dimethylethyl 4-(3-{5-[3-cyano-4-(2-methylpropyl)phenyl]-1,2,4-thiadiazol-3-yl}-2-ethylphenyl)-1-piperidinecarboxylate (D124) (0.089 g, 0.168 mmol) in Dichloromethane (DCM) (10 mL) at room temp was added TFA (0.388 mL, 5.04 mmol). This solution was stirred for 2 hr. This solution was condensed and dried in high vacuum to remove TFA to afford 5-{3-[2-ethyl-3-(4-piperidinyl)phenyl]-1,2,4-thiadiazol-5-yl}-2-(2-methylpropyl)benzonitrile (D125) (72 mg) as a brown oil residue, which was used directly in the next step. MS (ES): C26H30N4S requires 430.2. found 431.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08389508B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-21e8fe9ee979450f8d0d434233bf80cb |
| Source note | uspto-grants-2013_03 |