HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 68870301, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 6-[(3R,4R)-4-[(4-Chlorobenzoyl)methylamino]-3-(3,4-dichlorophenyl)-1-piperidinyl]-3-pyridinecarboxylic acid | HCID 68939033 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68870301 | HCID 68870301 | 25% |
Reaction Steps
To a solution of the compound (0.150 g) obtained in Example 500 in THF (5 mL) were added oxalyl chloride (38 μL) and DMF (3 μL), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated, and to a solution of the residue in THF (2 mL) was added a solution of methylamine (0.0269 g) in THF (5 mL), and the mixture was stirred for 10 min. To the reaction mixture was added water, and the resultant product was extracted with ethyl acetate. The organic layer was washed with brine and dried, and the solvent was evaporated under reduced pressure to give the title compound (0.039 g, 25%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08470816B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-ee044acdc3ae40b799ade5625c004deb |
| Source note | uspto-grants-2013_06 |