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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715293Generated: October 30, 2026

Dimethylformamide → N-[2-(cyanomethyl)-4'-methyl-4,5'-bi-1,3-thiazol-2'-yl]-1H-imidazole-1-carboxamide

https://huagongshe.com/reaction/1715293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantTriethylamineHCID 8471—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant(2'-Amino-4'-methyl-4,5'-bi-1,3-thiazol-2-yl)acetonitrileHCID 59465553—
SolventDichloromethaneHCID 6344—
ProductN-[2-(cyanomethyl)-4'-methyl-4,5'-bi-1,3-thiazol-2'-yl]-1H-imidazole-1-carboxamideHCID 59465544—

Reaction Conditions

Temperature45 °C

Reaction Steps

Triethylamine (0.65 ml; 4.69 mmol; 1.49 eq.) is added to a suspension of (2′-amino-4′-methyl-4,5′-bi-1,3-thiazol-2-yl)acetonitrile (1 000 mg; 3.15 mmol; 1 eq.) and CDI (1 372.3 mg; 8.46 mmol; 2.68 eq.) in dry DCM (65 ml). DMF (4 ml) is added and the mixture is heated at 45° C. for one night. The reaction is cooled down to rt. The resulting precipitate is filtered and washed with Et2O, affording N-[2-(cyanomethyl)-4′-methyl-4,5′-bi-1,3-thiazol-2′-yl]-1H-imidazole-1-carboxamide, which is used in the next step without further purification (822.8 mg; 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799814B2
Source datasetuspto-grants-2010_09
ORD IDord-6836d492f8d64d95968ef396ef1dd37d
Source noteuspto-grants-2010_09