Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241380Generated: October 30, 2026

Diisopropylethylamine → 2-({6-[4-(2-Morpholin-4-yl-2-oxoethyl)piperazin-1-yl]pyrimidin-4-yl}amino)-1,3-thiazole-5-carbonitrile

https://huagongshe.com/reaction/1241380

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Bromo-1-(morpholin-4-yl)ethan-1-oneHCID 13996876—
Reactant2-(6-(Piperazin-1-yl)pyrimidin-4-ylamino)thiazole-5-carbonitrileHCID 21934630—
SolventDimethylformamideHCID 6228—
Product2-({6-[4-(2-Morpholin-4-yl-2-oxoethyl)piperazin-1-yl]pyrimidin-4-yl}amino)-1,3-thiazole-5-carbonitrileHCID 10136523—

Reaction Conditions

Temperature0 °C

Reaction Steps

2-[(6-Piperazin-1-ylpyrimidin-4-yl)amino]-1,3-thiazole-5-carbonitrile 12-3 (0.10 g, 0.35 mmol) and diisopropylethylamine (0.049 g, 0.38 mmol) were dissolved in DMF. After cooling to 0° C., a DMF solution of 4-(bromoacetyl)morpholine 12-4 (0.08 g, 0.38 mmol) was added slowly via addition funnel. The product was purified on a C18 preparative LC column and isolated via lyophilization. Hi-Res MS: calc: 415.1655 found: 415.1663. 1H-NMR (CD3OD): 8.49 ppm (s, 1H); 8.03 ppm (s, 1H); 6.27 ppm (s, 1H); 4.34 ppm (s, 2H); 3.70 ppm (m, 4H); 3.65 ppm (m, 4H); 3.42 ppm (t, 2H); 3.33 ppm (m, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115597B2
Source datasetuspto-grants-2006_10
ORD IDord-43be60a6b2e6448f9eaa25ceffcd72cc
Source noteuspto-grants-2006_10