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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928806Generated: November 2, 2026

Acetic Acid → HCID 44218572, compound

https://huagongshe.com/reaction/1928806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium cyanoborohydrideHCID 5003444—
Reactanttert-butyl N-methyl-N-(2-oxoethyl)carbamateHCID 10725881—
Reactant(R)-N2-Indan-1-yl-quinoline-2,6-diamineHCID 57860958—
SolventMethanolHCID 887—
ProductHCID 44218572HCID 4421857277.3%

Reaction Conditions

Temperature23 °C

Reaction Steps

A mixture of (R)—N2-indan-1-yl-quinoline-2,6-diamine (453 mg, 1.645 mmol) in Methanol (10 mL) with acetic acid (0.3 mL, 4.935 mmol) and commercially available methyl-(2-oxo-ethyl)carbamic acid tert-butyl ester (300 mg, 1.731 mmol) was stirred at 23° C. for 1 h. Portionwise addition of sodium cyanoborohydride (286 mg, 4.11 mmol) was followed by additional stirring at 23° C. for 3 h. Poured onto saturated NaHCO3-solution and extracted twice with ethyl acetate, dried over Na2SO4 and evaporated totally gave a crude product which was purified by flash chromatography with heptane and ethyl acetate to give the title compound as a yellow foam (550 mg, 73%); MS: m/e=433.4 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183380B2
Source datasetuspto-grants-2012_05
ORD IDord-104bd243103540f4a60a03e7b419e161
Source noteuspto-grants-2012_05