HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 12433017, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 4-Cyanonaphthalene-1-carboxylic acid | HCID 12433010 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 12433017 | HCID 12433017 | — |
Reaction Steps
A mixture containing 4-cyano-1-naphthoic acid (0.090 g, 0.45 mmol), DCM (3 mL), oxalyl chloride (0.063 g, 0.50 mmol) and DMF (approximately 5 μL) was stirred for 3 h and concentrated to provide 4-cyano-1-naphthoyl chloride as an off-white solid which was used directly. Using standard acylation conditions 4-cyano-1-naphthoyl chloride (0.090 g) was reacted with N-[(S)-2-(3,4-dichlorophenyl)-4-[4-[(S)-2-methylsulfinylphenyl]-1-piperidinyl]butyl]-N-methylamine to afford the free base (0.215 g) which was converted to the citrate salt.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06365602B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-5c0fc18c890447aa8dde66f105280299 |
| Source note | uspto-grants-2002_04 |