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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076327Generated: October 31, 2026

Water → HCID 67096021, compound

https://huagongshe.com/reaction/2076327

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanideHCID 5975—
ReactantHCID 67095932HCID 67095932—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 67096021HCID 6709602179%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of (R)-indan-1-yl-(5-iodo-quinolin-2-yl)-amine (example 6, step A) (1.44 g, 3.73 mmol), zink cyanide (482 mg, 4.1 mmol) and tetrakis-(triphenylphosphine)-palladium (431 mg, 0.37 mmol) in DMF (20 ml) was heated at 160° C. for 15 min in a microwave reactor. The reaction mixture was poured into water (50 ml) and extracted with ethyl acetate (2×100 ml). The combined organic layers were washed with brine (50 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel and crystallization (diethyl ether/hexane) to yield 2-((R)-indan-1-ylamino)-quinoline-5-carbonitrile as light yellow solid (840 mg, 79%). M.p. 150° C.; MS: m/e=286.2 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923561B2
Source datasetuspto-grants-2011_04
ORD IDord-3d4561efcf314c23b98dfe9e865b5280
Source noteuspto-grants-2011_04