HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 5'-Chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Dichloromethane methanol | HCID 21226129 | — |
| Reactant | Tert-butyl 4-(5'-chloro-3,5-dimethyl-2,4'-bipyridin-2'-yl)piperazine-1-carboxylate | HCID 67508218 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 5'-Chloro-3,5-dimethyl-2'-(piperazin-1-yl)-2,4'-bipyridine | HCID 67509595 | 97% |
Reaction Steps
To a solution of tert-butyl 4-(5′-chloro-3,5-dimethyl-2,4′-bipyridin-2′-yl)piperazine-1-carboxylate (5.6 g, 14 mmol) in CH2Cl2 (50 mL) was added TFA (25 mL). Then the mixture was stirred for 18 hours. TLC (CH2Cl2/MeOH=10:1) showed the starting material was consumed completely. After removal of the solvent, the residue was dissolved in CH2Cl2 (180 mL), basified with 3 N aq. NaOH until pH=11, washed with brine (40 mL), dried over Na2SO4, filtered and concentrated in vacuo to afford title compound (4.1 g, 97%) as orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09056865B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-8c2c7165758e4cbda236d485b93c263e |
| Source note | uspto-grants-2015_06 |