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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1922020Generated: October 27, 2026

2,4-Dichlorobenzylamine → cis-N-[(2,4-dichlorophenyl)methyl]-3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxamide

https://huagongshe.com/reaction/1922020

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DichlorobenzylamineHCID 1485—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant3-{[4-Methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acidHCID 59448221—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Productcis-N-[(2,4-dichlorophenyl)methyl]-3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxamideHCID 2526300435%

Reaction Steps

To a solution of 3-{[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]amino}cyclohexanecarboxylic acid (100 mg, 0.377 mmol) was added [(2,4-dichlorophenyl)methyl]amine (82 mg, 0.47 mmol), DMAP (10 mg, 0.08 mmol) and EDCl (108 mg, 0.56 mmol). The mixture was stirred at room temperature for 4 h. The mixture was filtered and the filtrate concentrated. The crude product was purified by HPLC to provide 55 mg (0.13 mmol, 35% yield) of the desired material as a single major racemic diastereomer. MS (ES+): m/e 423.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173805B2
Source datasetuspto-grants-2012_05
ORD IDord-e24da81633c14d408ab612d80b83dd6d
Source noteuspto-grants-2012_05