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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070345Generated: November 1, 2026

Trisodium Phosphate → HCID 60098023, compound

https://huagongshe.com/reaction/2070345

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrisodium PhosphateHCID 24243—
Reactant5-Bromovaleryl chlorideHCID 521173—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ReactantHCID 131730049HCID 131730049—
SolventChloroformHCID 6212—
ProductHCID 60098023HCID 60098023—

Reaction Conditions

Temperature100 °C

Reaction Steps

To (4-{2-[(3-amino-4-chlorophenyl)amino]-1-methylbenzimidazol-5-yloxy}-(2-pyridyl))-N-methylcarboxamide in chloroform was added 5-bromopentanoylchloride (1.5 eq) and sodium phosphate (3 eq) and stir for 2 hours. Acylation was checked by HPLC/MS. The mixture was partitioned between methylene chloride and water. The organic layer was dried with sodium sulfate and concentrated. The crude N-acylated product was taken in tetrahydrofuran and Potassiumbis(trimethylsilyl)amide (2 eq) was added to it and the mixture was heated at 100° C. for 16 h. The mixture was concentrated and partitioned between ethyl acetate and water. The organic layer was dried and concentrated to give 4-[(2-{[4-chloro-3-(2-oxopiperidin-1-yl)phenyl]amino}-1-methyl-1H-benzimidazol-5-yl)oxy]-N-methylpyridine-2-carboxamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299108B2
Source datasetuspto-grants-2012_10
ORD IDord-f34c9f95d3dd4937bb801de68bd60b96
Source noteuspto-grants-2012_10