Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289491Generated: October 30, 2026

HCID 54299500, compound → N-[4-(6-Chloro-3-pyridinyl)-2-pyrimidinyl]-1H-benzimidazol-2-amine

https://huagongshe.com/reaction/2289491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 54299500HCID 54299500—
Reactant1-(1H-benzimidazol-2-yl)guanidineHCID 178512594—
SolventIsopropanolHCID 3776—
ProductN-[4-(6-Chloro-3-pyridinyl)-2-pyrimidinyl]-1H-benzimidazol-2-amineHCID 1869794013.4%

Reaction Steps

A solution of 2-guanidinobenzimidazole (0.83 g, 4.75 mmol) and 1-(2-chloropyrid-5-yl)-3-dimethylamino-2-propen-1-one (1.00 g, 4.75 mmol) in propan-2-ol (10 ml) was refluxed for 18 h. The solid which formed on cooling to room temperature was collected and washed with cold propan-2-ol to afford the title compound (205 mg) as a white solid m.p. 308-311°. δH (d6DMSO) 7.06 (2H, m), 7.45 (2H, m), 7.69 (1H, d, J 5.3 Hz), 7.74 (1H, d, J 8.4 Hz), 8.59 (1H, dd, J 2.5, 8.4 Hz), 8.75 (1H, d, J 5.2 Hz), 9.21 (1H, d, J 1.9 Hz) and 11.30 (1H, br s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093716
Source datasetuspto-grants-2000_07
ORD IDord-2949d6bd0b7e4d88a7c220060f8abc23
Source noteuspto-grants-2000_07