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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1984249Generated: November 1, 2026

Water → HCID 44450361, compound

https://huagongshe.com/reaction/1984249

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CyanideHCID 8929—
ReactantDabcoHCID 9237—
ReactantHCID 57714136HCID 57714136—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 44450361HCID 44450361861.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

(2-Chloro-pyrimidin-4-yl)-(2,2-dimethyl-propyl)-(4-iodo-benzyl)-amine (10.0 g, 24.0 mmoles) and sodium cyanide (5.6 g, 0.12 moles) are dissolved in 40 ml of DMSO and 1,4-diaza bicyclo[2,2,2]octane (0.27 g, 2.4 mmoles) is added at rt. The mixture is stirred at 75° C. for 21 h. Water is added and the organic layer is extracted with AcOEt, washed with brine, dried over magnesum sulfate and concentrated. The crude product is purified by silica gel column chromatography to give 8.4 g of desired 4-[(2,2-dimethyl-propyl)-(4-iodo-benzyl)-amino]-pyrimidine-2-carbonitrile in 86% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07544688B2
Source datasetuspto-grants-2009_06
ORD IDord-f397259237f24decadaad0ad7ae24780
Source noteuspto-grants-2009_06