Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090264Generated: October 31, 2026

Sodium triacetoxyborohydride → Methyl 2-(4-((3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propylamino)methyl)phenyl)acetate

https://huagongshe.com/reaction/2090264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantMethyl 2-(4-formylphenyl)acetateHCID 19363032—
Reactant1-(3-aminopropyl)-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-4-amineHCID 22344428—
CatalystAcetic AcidHCID 176—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2-(4-((3-(4-amino-2-(2-methoxyethyl)-1H-imidazo[4,5-c]quinolin-1-yl)propylamino)methyl)phenyl)acetateHCID 6843091037.9%

Reaction Steps

To the product from step (iv) (1.25 g) in THF (100 mL), methyl 2-(4-formylphenyl)acetate (0.818 g) was addded followed by sodium triacetoxyborohydride (0.885 g) and acetic acid (3 drops) and stirred at rt for 16 h. The reaction was quenched with water, extracted with DCM washed with sat. NaHCO3 (200 mL), dried and solvent removed. The resulting residue was dissolved in methanol and purified on SCX to give the subtitle compound (0.73 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436178B2
Source datasetuspto-grants-2013_05
ORD IDord-37498085930444ceb970faed04e5b705
Source noteuspto-grants-2013_05