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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 326511Generated: October 31, 2026

Pentanoic Acid → HCID 15027169, compound

https://huagongshe.com/reaction/326511

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPentanoic AcidHCID 7991—
ReactantDicyclohexylcarbodiimideHCID 10868—
Reactant4-PyrrolidinopyridineHCID 75567—
ReactantHCID 19734917HCID 19734917—
SolventDichloromethaneHCID 6344—
ProductHCID 15027169HCID 1502716976.8%

Reaction Steps

In a 200 ml-round bottom flask, 2.00 g (5.81 mM) of 2-undecyl-5-(3-fluoro-4-hydroxyphenyl)pyrimidine, 0.60 g (5.87 mM) of valeric acid and 50 ml of dichloromethane were placed and dissolved. To the solution, 1.21 g (5.86 mM) of N,N'-dicyclohexylcarbodiimide and 0.10 g of 4-pyrrolidinopyridine were successively added under stirring at room temperature, followed by further stirring for 4 hours and 45 minutes at room temperature. After stirring, the mixture was left standing at room temperature to precipitate N,N'-dicyclohexylurea. The resultant, N,N'-dichclohexylurea was filtered off and the solvent of the filtrate was distilled-off under reduced pressure. The residue was purified by silica gel column chromatography (eluent: toluene/ethyl acetate=100/1) and recrystallized two times from a minute solvent of acetone-methanol to obtain 1.91 g of 2-undecyl-5-(3-fluoro-4-pentanoyloxyphenyl)pyrimidine (Yield: 76.8). ##STR28##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05269964
Source datasetuspto-grants-1993_12
ORD IDord-e8f9c3913b0a4585bdb36b2da2029345
Source noteuspto-grants-1993_12