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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 455305Generated: October 26, 2026

Hydrochloric Acid → 8-(Benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxylic acid

https://huagongshe.com/reaction/455305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 8-(benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxylateHCID 68009435—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Product8-(Benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxylic acidHCID 67109549—

Reaction Steps

Methyl 8-(benzyloxy)-5-(6-(tert-butoxycarbonylamino)hexylamino)-1,6-naphthyridine-7-carboxylate (Example 1.1; 0.58 g; 1.08 mmol) was dissolved in a mixture of water (2 ml) and methanol (2 ml). NaOH (100 mg; 2.7 mmol) was added at room temperature. The reaction mixture was stirred at room temperature for 4 hours. H2O and HCl 2 N were added until pH=4-5 was reached. The mixture was extracted with EtOAc (2×). The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08497270B2
Source datasetuspto-grants-2013_07
ORD IDord-4b3f34a37b104ce7bbc58a39e1fa74f4
Source noteuspto-grants-2013_07