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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1931505Generated: November 3, 2026

Water → HCID 68630708, compound

https://huagongshe.com/reaction/1931505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantHCID 57860971HCID 57860971—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
ProductHCID 68630708HCID 6863070832%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of (R)-indan-1-yl-(6-bromo-quinolin-2-yl)-amine (1.14 g, 3.36 mmol), zinc cyanide (434 mg, 3.7 mmol) and tetrakis-(triphenylphosphine)-palladium (388 mg, 0.34 mmol) in DMF (12 ml) was heated at 160° C. for 15 min in a microwave reactor. The reaction mixture was poured into water (100 ml) and extracted with ethyl acetate (3×100 ml). The combined organic layers were washed with brine (2×50 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel and crystallization (diethyl ether/heptane) to yield 2-((R)-indan-1-ylamino)-quinoline-6-carbonitrile as light yellow solid (310 mg, 32%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08188284B2
Source datasetuspto-grants-2012_05
ORD IDord-f76e5fa4f0c84972af31069659f86cc0
Source noteuspto-grants-2012_05