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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1943206Generated: November 3, 2026

Potassium Carbonate → (1R)-1-[(4-Amino-4-methyl-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dione

https://huagongshe.com/reaction/1943206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantN-(1-{[(1R)-4,9-Dioxo-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridin-1-yl]methyl}-4-methyl-4-piperidinyl)-2,2,2-trifluoroacetamideHCID 86642105—
Product(1R)-1-[(4-Amino-4-methyl-1-piperidinyl)methyl]-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridine-4,9-dioneHCID 6859597346%

Reaction Steps

N-(1-{[(1R)-4,9-Dioxo-1,2-dihydro-4H,9H-imidazo[1,2,3-ij]-1,8-naphthyridin-1-yl]methyl}-4-methyl-4-piperidinyl)-2,2,2-trifluoroacetamide (171 mg, 0.417 mmol) was treated with a 7% solution of potassium carbonate (450 mg in 2 ml water/5 ml methanol) and stirred at rt for 2 h, and then at 70° C. for 18 h then evaporated and dissolved in 5% MeOH/DCM (100 ml), filtered and purified by SCX (5 g, eluting with MeOH and then 0.5M NH3/MeOH and then 2M NH3/MeOH). Fractions containing product were then evaporated to give product as a pink solid (60 mg, 46%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08389524B2
Source datasetuspto-grants-2013_03
ORD IDord-b8c2159e749145bf8b0e9b31657d9456
Source noteuspto-grants-2013_03