HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2070345Generated: November 1, 2026
Trisodium Phosphate → HCID 60098023, compound
https://huagongshe.com/reaction/2070345
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trisodium Phosphate | HCID 24243 | — |
| Reactant | 5-Bromovaleryl chloride | HCID 521173 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | HCID 131730049 | HCID 131730049 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 60098023 | HCID 60098023 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299108B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-f34c9f95d3dd4937bb801de68bd60b96 |
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| Source note | uspto-grants-2012_10 |
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