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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1163033Generated: October 28, 2026

Water → HCID 68647844, compound

https://huagongshe.com/reaction/1163033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcroleinHCID 7847—
ReactantTriethylamineHCID 8471—
ReactantHCID 44450361HCID 44450361—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductHCID 68647844HCID 68647844638.2%

Reaction Conditions

Temperature100 °C

Reaction Steps

4-[(2,2-Dimethyl-propyl)-(4-iodo-benzyl)-amino]-pyrimidine-2-carbonitrile (0.1 g, 0.2 mmoles), acrolein (0.02 ml, 0.3 mmoles), and triethylamine (0.04 ml, 0.3 mmoles) are dissolved in 5 ml of acetonitrile and Pd(OAc)2 (2.6 mg, 0.012 mmoles) is added at rt. The mixture is stirred at 100° C. for overnight. Water is added and the organic layer is extracted with AcOEt, washed with brine, dried over magnesium sulfate and concentrated. The crude product is purified by silica gel column chromatography to give 423 mg of desired 4-[[4-((E)-2-cyano-vinyl)-benzyl]-(2,2-dimethyl-propyl)-amino]-pyrimidine-2-carbonitrile in 45% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820818B2
Source datasetuspto-grants-2010_10
ORD IDord-224fc9820ea441e89c0c55488d899ded
Source noteuspto-grants-2010_10