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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1746695Generated: October 31, 2026

4-Hydroxyxylidine → 6-(cyclohexylamino)-N-(4-hydroxy-2,3-dimethylphenyl)pyrimidine-4-carboxamide

https://huagongshe.com/reaction/1746695

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxyxylidineHCID 76542—
Reactant6-(Cyclohexylamino)pyrimidine-4-carboxylic acidHCID 59447075—
SolventDichloromethaneHCID 6344—
Product6-(cyclohexylamino)-N-(4-hydroxy-2,3-dimethylphenyl)pyrimidine-4-carboxamideHCID 25182747—

Reaction Steps

Following the general method as outlined in Example 1, starting from 6-(cyclohexylamino)pyrimidine-4-carboxylic acid (Intermediate 4) and 4-amino-2,3-xylenol (TCI), the title compound was obtained as a white solid after trituration in dichloromethane. 1H NMR (300MHz, DMSO-d6) δ [ppm] 9.91 (1H, s), 9.20 (1H, s), 8.50 (1H, s), 7.73 (1H, d, J=8.0 Hz), 7.18 (1H, d, J=8.5 Hz), 7.12 (1H, s), 6.65 (1H, d, J=8.5 Hz), 3.87 (1H, m), 2.07 (3H, s), 2.06 (3H, s), 1.91-1.61 (5H, m), 1.56-1.15 (5H, m). MS (ESI): 341.1. HPLC (Condition A): Rt 3.02 min (HPLC purity 77.8%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150519B2
Source datasetuspto-grants-2015_10
ORD IDord-6f4534b9e22a4ba7acebde65269b2e19
Source noteuspto-grants-2015_10