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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666112Generated: November 1, 2026

Water → HCID 178509546, compound

https://huagongshe.com/reaction/1666112

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanideHCID 5975—
ReactantHCID 178419341HCID 178419341—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 178509546HCID 17850954662%

Reaction Conditions

Temperature160 °C

Reaction Steps

A stirred mixture of (5-bromo-4H-benzo[d][1,3]oxazin-2-yl) -(R)-indan-1-yl-amine (Example 10) (1.03 g, 3.79 mmol), zink cyanide (528 mg, 4.5 mmol) and tetrakis-(triphenylphosphine)-palladium (347 mg, 0.3 mmol) in DMF (9 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 (2×50 ml). The combined organic layers were washed with brine (2×40 ml), dried (MgSO4) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield the title compound as white foam (540 mg, 62%). MS (ISN) m/e=288.2 [(M−H)−].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044047B2
Source datasetuspto-grants-2011_10
ORD IDord-b2adfbfbe1a847519fee0c736b0a7423
Source noteuspto-grants-2011_10