Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1695668Generated: October 30, 2026

Water → HCID 178509458, compound

https://huagongshe.com/reaction/1695668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanideHCID 5975—
ReactantHCID 178419299HCID 178419299—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventDimethylformamideHCID 6228—
ProductHCID 178509458HCID 17850945841.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

A stirred mixture of (6-bromo-4H-benzo[d][1,3]oxazin-2-yl)-(R)-indan-1-yl-amine (Example 32) (2.0 g, 5.83 mmol), zink cyanide (1.03 mg, 8.77 mmol) and tetrakis-(triphenylphosphine)-palladium (673 mg, 0.58 mmol) in N,N-dimethylformamide (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 (2×70 ml). The combined organic layers were washed with brine (2×20 ml), dried (magnesium sulfate) and evaporated. The crude product was purified by flash chromatography (ethyl acetate/heptane) on silica gel to yield the title compound as light yellow foam (693 mg, 41%). MS (ISN): m/e=288.2 (M−H−).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163740B2
Source datasetuspto-grants-2012_04
ORD IDord-b23abd49f5d84afd8c9457ad2d0e3a2c
Source noteuspto-grants-2012_04