HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1255116Generated: October 26, 2026
1,4-Bis(diphenylphosphino)butane → 2,6-difluoro-N-(4-methyl-5-(2-methyl-5-(oxazol-2-yl)phenyl)thiazol-2-yl)benzamide
https://huagongshe.com/reaction/1255116
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(4-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)phenyl)oxazole | HCID 53414252 | — |
| Reactant | N-(5-bromo-4-methylthiazol-2-yl)-2,6-difluorobenzamide | HCID 59004504 | — |
| Catalyst | Bis(benzonitrile)palladium chloride | HCID 498840 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2,6-difluoro-N-(4-methyl-5-(2-methyl-5-(oxazol-2-yl)phenyl)thiazol-2-yl)benzamide | HCID 24765025 | 27% |
Reaction Steps
N-(5-bromo-4-methylthiazol-2-yl)-2,6-difluorobenzamide (60 mg), 2-(4-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)oxazole (70 mg), 2 M NaHCO3 solution (0.5 mL), dichlorobis(benzonitrile)palladium (5 mg) and 1,4-Bis(diphenyl-phosphino)butane (10 mg) were mixed together in 2 mL of toluene in a sealed tube. The resulting suspension was stirred in microwave oven at 170° C. for 1 hour. After the reaction, the mixture was extracted with Et2O. The organic phases were removed under reduced pressure and the residue was chromatographed to give the title compound as a white solid. Yield 27%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08455658B2 |
|---|
| Source dataset | uspto-grants-2013_06 |
|---|
| ORD ID | ord-b2d4eb74dbd045a182234104a99c606f |
|---|
| Source note | uspto-grants-2013_06 |
|---|