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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895500Generated: October 27, 2026

Diisopropylethylamine → 2-({2-Phenyl-6-[({4-[(2E)-3-phenylprop-2-enyl]piperazin-1-yl}acetyl)amino]pyrimidin-4-yl}amino)acetamide

https://huagongshe.com/reaction/895500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycinamide hydrochlorideHCID 2723639—
ReactantN-(6-Chloro-2-phenylpyrimidin-4-yl)-2-{4-[(2E)-3-phenylprop-2-enyl]piperazin-1-yl}acetamideHCID 22353283—
Product2-({2-Phenyl-6-[({4-[(2E)-3-phenylprop-2-enyl]piperazin-1-yl}acetyl)amino]pyrimidin-4-yl}amino)acetamideHCID 223534953.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a crude sample of N-(6-chloro-2-phenylpyrimidin-4-yl)-2-{4-[(2E)-3-phenylprop-2-enyl]piperazin-1-yl}acetamide (22.54) (0.75 g in 60 ml DMSO) were added glycinamide hydrochloride (1.85 g in 10 ml DMSO) and N,N-diisopropylethylamine (2.96 ml) and the mixture heated to 100° C. for 16 hrs. The solvent was then removed in vacuo and the residue purified twice by flash chromatography on silica gel using mixtures of dichloromethane and methanol (97:3, 95:5 then 93:7 v/v/v). Further purification by recrystallization from methanol furnished the title compound (32 mg over 2 steps).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916804B2
Source datasetuspto-grants-2005_07
ORD IDord-fd88282aeb6845268ed6e7fdbcbf8255
Source noteuspto-grants-2005_07