HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dichloroethane → N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dichloroethane | HCID 11 | — |
| Reactant | Benzoic Acid | HCID 243 | — |
| Reactant | HOAt | HCID 181649 | — |
| Reactant | HCID 69290969 | HCID 69290969 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide | HCID 59790184 | — |
Reaction Steps
To [5-(2-amino(4-pyridyloxy))-1-methylbenzimidazol-2-yl](4-chlorophenyl)amine (1 eq) in tetrahydrofuran added EDC (2 eq) and HOAT (1 eq) and N,N-disopropylethylamine (4 eq) and benzoic acid (1 eq) and the resulting mixture was stirred at ambient temperature for 16 h. The reaction mixture was then partitioned between ethyl acetate and water. The organic layer was then dried with sodium sulfate and concentrated and purified by preparative chromatography to to give N-[4-({2-[(4-chlorophenyl)amino]-1-methyl-1H-benzimidazol-5-yl}oxy)pyridin-2-yl]benzamide. MS: MH+=470.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07423150B2 |
| Source dataset | uspto-grants-2008_09 |
| ORD ID | ord-120da8337cd34f76ba49fc82ec421d5c |
| Source note | uspto-grants-2008_09 |