Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Chloropyridine hydrochloride | HCID 81852 | — |
| Reactant | HCID 22727289 | HCID 22727289 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 22727110 | HCID 22727110 | 28.5% |
Reaction Steps
(Method B) A mixture of 4-(7-bromo-2H-benzopyran-3-sulfonyl)-1-(4-piperidinylamino)-2-piperazinone (471 mg), 4-chloropyridine hydrochloride (225 mg) and triethylamine (405 mg) in ethanol (20 ml) was reacted in a sealed tube at 150° C. for 18 hours. The reaction mixture was concentrated, and the residue was made alkaline by adding a saturated aqueous solution of sodium hydrogen carbonate, and then extracted with dichloromethane. The extract was washed with water and brine, dried and concentrated to obtain a residue, which was purified by a column chromatography on a silica gel (dichloromethane: 10% aqueous ammonia-containing methanol=12:1) and crystallized from a mixture of ethanol and diethyl ether to obtain the title compound (156 mg) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06723722B1 |
|---|
| Source dataset | uspto-grants-2004_04 |
|---|
| ORD ID | ord-028609785bde49a98f64366d3825dc86 |
|---|
| Source note | uspto-grants-2004_04 |
|---|