HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(Pyridin-3-ylsulfamoylmethyl)benzoic Acid Methyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Aminopyridine | HCID 10009 | — |
| Reactant | Methyl 4-[(chlorosulfonyl)methyl]benzoate | HCID 21804301 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(Pyridin-3-ylsulfamoylmethyl)benzoic Acid Methyl Ester | HCID 30391301 | 81% |
Reaction Steps
To a solution of 4-chlorosulfonylmethylbenzoic acid methyl ester (435 mg, 1.75 mmol) and 3-aminopyridine (170 mg, 1.81 mmol) in CH2Cl2 (10 mL) at 0° C. was added triethylamine (488 μL, 3.50 mmol), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was diluted with CHCl3, and the mixture was washed with water and brine. The organic layer was dried (Na2SO4) and evaporated under reduced pressure to give the crude product which was purified by MPLC on silica gel (3% MeOH in EtOAc) to afford the titled compound (434 mg, 81%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495022B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-4375fbc633ca40edbdfe4b1fa0651bbc |
| Source note | uspto-grants-2009_02 |