HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzoic acid, 3-(chlorosulfonyl)- → 3-{[({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amino]sulfonyl}benzoic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzoic acid, 3-(chlorosulfonyl)- | HCID 77641 | — |
| Reactant | ({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amine | HCID 57813254 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-{[({3'-[(1-Methyl-4-piperidinyl)methyl]-3-biphenylyl}methyl)amino]sulfonyl}benzoic Acid | HCID 57813456 | 89.9% |
Reaction Steps
To a solution of 1-{3′-[(1-methyl-4-piperidinyl)methyl]-3-biphenylyl}methanamine (0.0589 g, 0.2 mmol) in DCM (2 mL) was added TEA (0.0606 mL, 0.4 mmol) and then 3-(chlorosulfonyl)benzoic acid (0.0441 g, 0.2 mmol) whereupon the reaction was stirred at room temperature for 17 h. The reaction mixture was concentrated on a Glas-Col evaporator, purified using a Gilson HPLC (with 0.1% TFA), and concentrated to afford 0.0861 g (57%) of the title compound. LC-MS m/z 479 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08067408B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-273ca680d8904558902b654539f581ce |
| Source note | uspto-grants-2011_11 |