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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696263Generated: October 30, 2026

Diisopropylethylamine → HCID 178510001, compound

https://huagongshe.com/reaction/1696263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
ReactantHCID 178513741HCID 178513741—
SolventEthyl AcetateHCID 8857—
SolventN-methyl-2-pyrrolidoneHCID 13387—
SolventSodium BicarbonateHCID 516892—
ProductHCID 178510001HCID 17851000110.9%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 7-(4-piperidinylamino)-3H-imidazo[4,5-b]pyridine-6-carboxamide (46 mg), 6-chloronicotinonitrile (37 mg) and N,N-diisopropylethylamine (46 uL) in NMP (0.5 mL) was heated in the microwave reactor (90° C., 10 minutes). The reaction mixture was allowed to cool to ambient temperature and diluted with EtOAc (20 mL) and half-saturated aqueous sodium hydrogencarbonate (20 mL). The aqueous phase was extracted with EtOAc (2×20 mL) and combined organic layers were washed with brine (20 mL), dried over MgSO4, and concentrated. Purification of the product by column chromatography (silica gel, gradient elution, chloroform:methanol=20:1 to 10:1) provided (7 mg) 7-{[1-(5-cyano-2-pyridinyl)-4-piperidinyl]amino}-3H-imidazo[4,5-b]pyridine-6-carboxamide as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163767B2
Source datasetuspto-grants-2012_04
ORD IDord-88e62337dd4745098f7fbba42685a005
Source noteuspto-grants-2012_04