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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868303Generated: November 2, 2026

Dichloromethane → HCID 18446542, compound

https://huagongshe.com/reaction/1868303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantPotassium CarbonateHCID 11430—
Reactant4-MethoxybenzylamineHCID 75452—
ReactantHCID 18446570HCID 18446570—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 18446542HCID 1844654294%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 4-chloro-2-phenyl-thiazolo[4,5-c]pyridine-7-carbonitrile 47 (54.2 mg, 0.2 mmol) and potassium carbonate (66 mg, 0.48 mmol) in NMP (1 mL) was treated with 4-methoxybenzylamine (32.5 μL, 2.4 mmol) and the mixture stirred at 130° C. for 8 hours. Silica gel column chromatography (eluent: dichloromethane and ethyl acetate (10 to 1)) afforded 48 as a pale yellow solid (70 mg). 1H NMR (400 MHz, d6-DMSO) δ: 3.71 (s, 3H), 4.72 (d, J=5.9 Hz, 2H), 6.87 (d, J=8.4 Hz, 2H), 7.31 (d, J=8.4 Hz, 2H), 7.60 (m, 3H), 8.15 (m, 2H), 8.47 (s, 1H), 8.84 (t, J=6.1 Hz, 1H). MS (EI) m/z (M+H+) 373.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635695B2
Source datasetuspto-grants-2009_12
ORD IDord-4825a4859245488c84e4a3486829d057
Source noteuspto-grants-2009_12