HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-(4-((sulfamoylamino)methyl)phenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tert-butyl N-(4-(1-oxo-1-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methylamino)propan-2-yl)benzyl)sulfamoylcarbamate | HCID 86680231 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(4-((sulfamoylamino)methyl)phenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide | HCID 71539339 | 66.1% |
Reaction Steps
To a solution of tert-butyl N-(4-(1-oxo-1-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methylamino)propan-2-yl)benzyl)sulfamoylcarbamate (250 mg, 0.412 mmol) in dichloromethane (2 mL) trifluoroacetic acid (0.2 mL) was added at room temperature. The mixture was stirred 12 h at room temperature. The mixture was neutralized by sodium bicarbonate to pH 7-8 and extracted with ethyl acetate and washed with brine. Drying over magnesium sulfate, evaporation of the ethyl acetate and purification by column chromatography gave 2-(4-((sulfamoylamino)methyl)phenyl)-N-((2-m-tolyl-6-(trifluoromethyl)pyridin-3-yl)methyl)propanamide (example 88) (138 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08937092B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-0b64de2cd3bc49b28d54d88bc6f7ee57 |
| Source note | uspto-grants-2015_01 |