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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2302263Generated: October 25, 2026

6-Chloronicotinoyl Chloride → 6-chloro-N-[2-chloro-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]pyridine-3-carboxamide

https://huagongshe.com/reaction/2302263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Chloronicotinoyl ChlorideHCID 2782165—
ReactantN-(3-amino-4-chlorophenyl)-2-morpholinopyridine-4-carboxamideHCID 22058009—
Product6-chloro-N-[2-chloro-5-(2-morpholinopyrid-4-ylcarbonylamino)phenyl]pyridine-3-carboxamideHCID 2205794358%

Reaction Conditions

Temperature80 °C

Reaction Steps

Using an analogous procedure to that described in Example 2 except that the reaction mixture was heated to 80° C. for 16 hours, 6-chloropyridine-3-carbonyl chloride was reacted with N-(3-amino4-chlorophenyl)-2-morpholinopyridine4-carboxamide. The reaction mixture was evaporated and the residue was triturated under water. The resultant solid was isolated, washed with a saturated aqueous sodium bicarbonate solution and dried in a vacuum oven. The material so obtained was purified by column chromatography on an ion exchange column (isolute CBA column from International Sorbent Technology Limited, Hengoed, Mid-Glamorgan, UK) using methanol as eluent. There was thus obtained the title compound (0.493 g) in 58% yield; NMR Spectrum: (DMSOd6) 3.51 (m, 4H), 3.71 (m, 4H), 7.09 (d, 1H), 7.23 (s, 1H), 7.55 (d, 1H), 7.71 (d, 2H), 8.06 (s, 1H), 8.27 (d, 1H), 8.35 (d, 1H), 8.96 (s, 1H), 10.39 (s, 1H), 10.49 (s, 1H); Mass Spectrum: M+H+ 472.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432949B1
Source datasetuspto-grants-2002_08
ORD IDord-2f59d6f03705439189fe9bccd92a0f8b
Source noteuspto-grants-2002_08