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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051242Generated: October 27, 2026

Hydrochloric Acid → 1-(t-Butylamino)isoquinoline-5-carboxylic acid

https://huagongshe.com/reaction/1051242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantTetrahydrofuranHCID 8028—
ReactantMethyl 1-(t-butylamino)isoquinoline-5-carboxylateHCID 118090799—
SolventEthyl AcetateHCID 8857—
Product1-(t-Butylamino)isoquinoline-5-carboxylic acidHCID 8257110540%

Reaction Conditions

Temperature80 °C

Reaction Steps

Methyl 1-(t-butylamino)isoquinoline-5-carboxylate (1.6 g, 6.20 mmol) obtained in Step (5) above was stirred in a solution of tetrahydrofuran (16 mL) and distilled water (16 mL). The reaction solution was added with LiOH (0.57 g, 13.6 mmol) and stirred for about 12 hours at 80° C. The reaction mixture was cooled to room temperature and adjusted to have a pH value in a range of 1˜2 by adding 1N aqueous HCl. The reaction mixture was diluted with ethyl acetate, and washed with distilled water. The organic layer thus obtained was dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (0.6 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388165B2
Source datasetuspto-grants-2016_07
ORD IDord-94c92720bd264ce8b8a1801283a0d438
Source noteuspto-grants-2016_07