HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-(3-(1H-imidazol-1-yl)benzylamino)-6-(4-(dimethylcarbamoyl)phenylamino)nicotinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Amino-N,N-dimethylbenzamide | HCID 235527 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | 4-(3-(1H-imidazol-1-yl)benzylamino)-6-chloronicotinamide | HCID 86664547 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(3-(1H-imidazol-1-yl)benzylamino)-6-(4-(dimethylcarbamoyl)phenylamino)nicotinamide | HCID 56968475 | 9% |
Reaction Steps
A mixture of 4-(3-(1H-imidazol-1-yl)benzylamino)-6-chloronicotinamide (56 mg, 0.170 mmol), 4-amino-N,N-dimethylbenzamide (42 mg, 0.256 mmol), Cs2CO3 (110 mg, 0.337 mmol), BINAP (25 mg, 0.040 mmol) and Pd(OAc)2 (15 mg, 0.066 mmol) in dioxane (2 mL) was degassed with Ar, then was stirred at 120 C for 3 h. The mixture was concentrated in vacuo, the residue was purified by HPLC to give the titled compound (7 mg). MS 456.3 (M+H); UV 257.8 nm; t 0.344 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09102625B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-605737e9bf7a4f22bc07d5b40639400e |
| Source note | uspto-grants-2015_08 |