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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1170178Generated: November 1, 2026

Water → HCID 67333492, compound

https://huagongshe.com/reaction/1170178

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 67334536HCID 67334536—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 67333492HCID 6733349291%

Reaction Conditions

Temperature160 °C

Reaction Steps

A stirred mixture of (5-iodo-quinolin-2-yl)-(5-methyl-furan-2-ylmethyl)-amine (example 50, step A) (500 mg, 1.37 mmol), zinc cyanide (177 mg, 1.5 mmol) and tetrakis-(triphenylphosphine)-palladium (159 mg, 0.14 mmol) in DMF (5 ml) was heated at 160° C. for 15 min in a microwave reactor. The reaction mixture was poured into water (15 ml) and extracted with ethyl acetate (2×10 ml). The combined organic layers were washed with brine (10 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield 2-[(5-methyl-furan-2-ylmethyl)-amino]-quinoline-5-carbonitrile as light brown solid (346 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07825253B2
Source datasetuspto-grants-2010_11
ORD IDord-8a2c8ab83be24ac39a1fefcc6537d6d8
Source noteuspto-grants-2010_11