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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966779Generated: October 30, 2026

L-Proline → 5-[1-(1,1-dimethyl-propyl)-2-(2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine

https://huagongshe.com/reaction/1966779

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-ProlineHCID 145742—
Reactant2-(1H-1,2,4-Triazol-1-yl)benzaldehydeHCID 3536446—
Reactant4-(2-amino-pyrimidin-5-yl)-N1-(1,1-dimethyl-propyl)-benzene-1,2-diamineHCID 58541994—
SolventMethanolHCID 887—
Product5-[1-(1,1-dimethyl-propyl)-2-(2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamineHCID 58541911—

Reaction Steps

A reaction mixture of 4-(2-amino-pyrimidin-5-yl)-N1-(1,1-dimethyl-propyl)-benzene-1,2-diamine (130 mg, 0.48 mmol), 2-1,2,4-triazol-1-yl-benzaldehyde (110 mg, 0.64 mmol) and L-proline (5 mg) in MeOH (25 mL) is refluxed for 16 hours. The reaction mixture is allowed to cool to room temperature and is concentrated under reduced pressure. The residue is purified by silica gel flash column chromatography with 8% MeOH in CH2Cl2 as the eluent to afford 5-[1-(1,1-dimethyl-propyl)-2-(2-1,2,4-triazol-1-yl-phenyl)-1H-benzimidazol-5-yl]-pyrimidin-2-ylamine. LCMS (ESMS): m/z 425.20 (M++1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420655B2
Source datasetuspto-grants-2013_04
ORD IDord-9accef7ca1eb4f4aa9a530f69394f5f5
Source noteuspto-grants-2013_04