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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1241414Generated: November 1, 2026

Methyl Isocyanate → 4-{6-[(5-Cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-N-methylpiperazine-1-carboxamide

https://huagongshe.com/reaction/1241414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl IsocyanateHCID 12228—
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(6-(Piperazin-1-yl)pyrimidin-4-ylamino)thiazole-5-carbonitrileHCID 21934630—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product4-{6-[(5-Cyano-1,3-thiazol-2-yl)amino]pyrimidin-4-yl}-N-methylpiperazine-1-carboxamideHCID 21934663—

Reaction Steps

12-3 (0.25 g, 0.88 mmol) was dissolved in a minimal amount of DMF (2 mL) and DIEA (0.57 g, 4.38 mmol) before it was diluted with methylene chloride (5 mL). Then a methylene chloride solution (1 mL) of methylisocyanate (0.050 g, 0.88 mmol) was added. A precipitate quickly formed and was filtered off, washed with methylene chloride and air dried to afford 43-1. Hi-Res MS: calc: 345.1241 found: 345.1269. 1H-NMR (DMSO-d6): 12.09(s, 1H); 8.44(s, 1H); 8.26(s, 1H); 6.52(d, 1H); 6.21(s, 1H); 3.54(m, 4H); 3.40(m, 4H); 2.58(d, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115597B2
Source datasetuspto-grants-2006_10
ORD IDord-1d57c68ad0a84b518dafef97bdd84d7a
Source noteuspto-grants-2006_10