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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640224Generated: November 2, 2026

Water → N-(3-fluoro-4-methylphenyl)-7-({2-[(methylamino)carbonyl]-pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxamide

https://huagongshe.com/reaction/1640224

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Fluoro-4-methylphenyl isocyanateHCID 2737398—
ReactantN-methyl-4-(1,2,3,4-tetrahydroisoquinolin-7-yloxy)pyridine-2-carboxamideHCID 58902413—
SolventDimethylformamideHCID 6228—
ProductN-(3-fluoro-4-methylphenyl)-7-({2-[(methylamino)carbonyl]-pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxamideHCID 58902290—

Reaction Steps

To a solution of N-methyl-4-(1,2,3,4-tetrahydroisoquinolin-7-yloxy)pyridine-2-carboxamide (34 mg, 0.12 mmol) in DMF (1 mL) was added to 2-fluoro-4isocyanato-1-methylbenzene (21.8 mg, 0.144 mmol). The reaction mixture was allowed to stir for 24 h. Water added and the resulting solid was separated and purified by reverse phase HPLC to N-(3-fluoro-4-methylphenyl)-7-({2-[(methylamino)carbonyl]-pyridin-4-yl}oxy)-3,4-dihydroisoquinoline-2(1H)-carboxamide (32 mg, 61%). LCMS: (AA) ES+) 435.5.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110687B2
Source datasetuspto-grants-2012_02
ORD IDord-92b88351ad104bc393954680d611d3a8
Source noteuspto-grants-2012_02