Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2242460Generated: November 3, 2026

Acetic Acid → 17-[2-(2-Isopropylamino-thiazol-4-yl)-7-methoxy-quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diaza-tricyclo[13.3.0.0*4,6*]octadec-7-ene-4-carboxylic acid

https://huagongshe.com/reaction/2242460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantTolueneHCID 1140—
ReactantLithium HydroxideHCID 3939—
Reactant17-[2-(2-Isopropylamino-thiazol-4-yl)-7-methoxy-quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diaza-tricyclo[13.3.0.0*4,6*]octadec-7-ene-4-carboxylic acid ethyl esterHCID 72769561—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
SolventTetrahydrofuranHCID 8028—
Product17-[2-(2-Isopropylamino-thiazol-4-yl)-7-methoxy-quinolin-4-yloxy]-13-methyl-2,14-dioxo-3,13-diaza-tricyclo[13.3.0.0*4,6*]octadec-7-ene-4-carboxylic acidHCID 7296427699.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

To the solution of the ester 109 (21 mg, 0.031 mmol) in a mixture of THF (0.2 ml) and methanol (0.3 ml) was added solution of LiOH (4 mg, 0.17 mmol) in 0.15 ml water. The resulting mixture was stirred at 60° C. for 3.5 h. After cooling to room temperature, acetic acid was added (30 eq). The mixture was co-evaporated with toluene. The residue was distributed between chloroform and water, the water phase was extracted with chloroform 3 times, the organic phases were combined, dried over sodium sulphate and evaporated which gave 20 mg of pure product (yield 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07671032B2
Source datasetuspto-grants-2010_03
ORD IDord-bbc0852b0e9c44febb41543e2c9496d0
Source noteuspto-grants-2010_03