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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1949064Generated: October 30, 2026

Water → HCID 68577120, compound

https://huagongshe.com/reaction/1949064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 68574436HCID 68574436—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 68577120HCID 6857712095%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of (6-bromo-quinolin-2-yl)-(2-methoxy-benzyl)-amine (see example 2, step A) (500 mg, 1.46 mmol), zinc cyanide (188 mg, 1.6 mmol) and tetrakis-(triphenylphosphine)-palladium (168 mg, 0.145 mmol) in DMF (5 ml) was heated at 160° C. for 15 min in a microwave reactor. The reaction mixture was poured into water (30 ml) and extracted with diethyl ether (2×50 ml). The combined organic layers were washed with brine (2×30 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield 2-(2-methoxy-benzylamino)-quinoline-6-carbonitrile as light red oil (400 mg, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399674B2
Source datasetuspto-grants-2013_03
ORD IDord-1f1e080374914dbf9a19437e29e661b3
Source noteuspto-grants-2013_03