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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047021Generated: October 30, 2026

Hydrochloric Acid → 4-(7-Amino-6-bromo-3-quinolin-3-yl-pyrazolo[1,5-a]pyrimidin-5-yl)-cyclohexanecarboxylic acid

https://huagongshe.com/reaction/2047021

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 66738157HCID 66738157—
SolventWaterHCID 962—
Product4-(7-Amino-6-bromo-3-quinolin-3-yl-pyrazolo[1,5-a]pyrimidin-5-yl)-cyclohexanecarboxylic acidHCID 5817344634.6%

Reaction Steps

4-{7-[Bis-(2-trimethylsilanyl-ethoxymethyl)-amino]-6-bromo-3-quinolin-3-yl-pyrazolo[1,5-a]pyrimidin-5-yl}-cyclohexanecarboxylic acid methyl ester (100 mg, 0.135 mmol) in 2:1 MeOH:H2O (3 mL) was treated with 2N NaOH(aq) (0.5 mL). The reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was treated with 1N hydrochloride solution (2 ml) at 65° C. for 4 h. The reaction mixture was concentrated and purified by prep-LC to afford the title compound (21.8 mg): LC/MS RT=3.57 min. Mass calculated for, M+H 466.08, observed 466.08.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08591943B2
Source datasetuspto-grants-2013_11
ORD IDord-df32b7aa205a4084b73565ef474cd4e1
Source noteuspto-grants-2013_11