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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644597Generated: October 30, 2026

Citric Acid → HCID 178458531, compound

https://huagongshe.com/reaction/1644597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 178501585HCID 178501585—
SolventMethanolHCID 887—
ProductHCID 178458531HCID 17845853166.7%

Reaction Steps

A solution of methyl N-({2-[5-(benzyloxy)-2-isopropoxyphenyl]-3H-imidazo[4,5-b]pyridin-6-yl}methyl)glycinate (15 mg) and 1N aqueous sodium hydroxide solution (0.1 ml) in methanol (2 ml) was stirred at room temperature for 18 hr. The reaction mixture was adjusted with 1N aqueous citric acid solution to pH 4. The precipitated crystals were collected by filtration and washed with diethyl ether to give the title compound (9.7 mg, yield 66%) as colorless crystals. melting point 182-184° C. purity 86%. M+H: 447. 1H NMR (DMSO-d6) δ: 1.48 (6H, d, J=6.0 Hz), 3.46 (2H, s), 3.98 (2H, s), 4.72-4.80 (1H, m), 5.17 (2H, s), 6.99-7.12 (2H, m), 7.29-7.51 (5H, m), 8.05 (1H, s), 8.19 (1H, s), 8.34 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124617B2
Source datasetuspto-grants-2012_02
ORD IDord-00b21e84d34846aeb9a08fc37a127684
Source noteuspto-grants-2012_02