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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260164Generated: October 30, 2026

Hydrochloric Acid → 5-(4-fluorophenyl)-beta,delta-dihydroxy-2-(1-methylethyl)-N,N,4-triphenyl-3-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanamide

https://huagongshe.com/reaction/1260164

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1-(2-((4R,6R)-6-(2-(diphenylamino)-2-oxoethyl)-2,2-dimethyl-1,3-dioxan-4-yl)ethyl)-5-(4-fluorophenyl)-2-isopropyl-N,4-diphenyl-1H-pyrrole-3-carboxamideHCID 11125529—
SolventMethanolHCID 887—
Product5-(4-fluorophenyl)-beta,delta-dihydroxy-2-(1-methylethyl)-N,N,4-triphenyl-3-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanamideHCID 19006358—

Reaction Steps

U.S. Pat. No. 5,298,627 discloses that (4R-cis)-1-[2-[6-[2-(diphenylamino)-2-oxoethyl]-2,2-dimethyl-1,3-dioxan-4-yl]ethyl]-5-(4-fluorophenyl)-2-(1-methylethyl)-N,4-diphenyl-1H-pyrrole-3-carboxamide is dissolved in methanol and reacted with hydrochloric acid to form [R-(R*,R*)]-5-(4-fluorophenyl)-β,δ-dihydroxy-2-(1-methylethyl)-N,N,4-triphenyl-3-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanamide, which is mixed with methanol and sodium hydroxide. The filtrate is washed with tert-butyl methyl ester and the aqueous layer is acidified by using hydrochloric acid and extracted with tert-butyl methyl ester to afford the sodium salt of [R-(R*,R*)]-2-(4-fluorophenyl)-β,δ-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid. The sodium salt is converted to the Statinic acid complex salt of the KMUP monoquarternary piperazium group (KMUP-1-Statinic acid) by adding equal molar KMUP HCl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470805B2
Source datasetuspto-grants-2013_06
ORD IDord-4b416e75ffca49c5a876d5ae302aff4e
Source noteuspto-grants-2013_06