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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1621485Generated: October 27, 2026

Ethanol → HCID 59548455, compound

https://huagongshe.com/reaction/1621485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantNoName_3327HCID 413085—
Reactant6-(4-Chloropyridin-3-yl)-2-methylpyrimidin-4-amineHCID 66600204—
SolventSodium BicarbonateHCID 516892—
ProductHCID 59548455HCID 5954845544.1%

Reaction Conditions

Temperature160 °C

Reaction Steps

A glass microwave reaction vessel was charged with 6-(4-chloropyridin-3-yl)-2-methylpyrimidin-4-amine (22 mg, 100 μmol), 1H-indazol-4-amine (27 mg, 199 μmol, Bionet) and EtOH (1 mL). The reaction mixture was stirred and heated in a Smith Synthesizer® microwave reactor (Personal Chemistry, Inc., Upssala, Sweden) at 160° C. for 30 min. The reaction mixture was diluted with saturated NaHCO3 (2 mL) and extracted with EtOAc (3×20 mL). The organic extract was washed with saturated NaCl (2 mL), dried over Na2SO4, filtered, concentrated and the residue was purified by silica gel chromatography, eluting with 10% MeOH/CH2Cl2/1% NH4OH to give N-(3-(6-amino-2-methylpyrimidin-4-yl)pyridin-4-yl)-1H-indazol-4-amine (14 mg, 44% yield). 1H NMR (300 MHz, CD3OD) δ 8.71 (s, 1H); 8.19 (d, J=6.14 Hz, 1H); 7.34-7.53 (m, 2H); 7.29 (d, J=7.02 Hz, 1H); 7.18 (d, J=6.28 Hz, 1H); 6.90 (s, 1H); 2.59 (s, 3H). m/z (ESI, +ve ion) 318 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08772480B2
Source datasetuspto-grants-2014_07
ORD IDord-bf44e39d44634ee2920ad910997097ee
Source noteuspto-grants-2014_07