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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410105Generated: October 30, 2026

Diisopropylcarbodiimide → N-(4-Bromo-phenyl)-2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-fluoro-1-methyl-1H-benzimidazole-5-carboxylic acid amide

https://huagongshe.com/reaction/410105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
ReactantN-(4-Bromophenyl)-5-(3-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenyl}-thioureido)-2-fluoro-4-methylamino-benzamideHCID 86669631—
SolventDimethylformamideHCID 6228—
ProductN-(4-Bromo-phenyl)-2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-fluoro-1-methyl-1H-benzimidazole-5-carboxylic acid amideHCID 56840186—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of crude N-(4-Bromophenyl)-5-(3-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenyl}-thioureido)-2-fluoro-4-methylamino-benzamide (400 mg), DIC (111 μl, 0.700 mmol) and DMF (5 mL) is stirred at 80° C. for 8 h. The crude mixture is concentrated and purified by flash chromatography (silica gel; DCM→DCM/EtOH 97:3) to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759537B2
Source datasetuspto-grants-2014_06
ORD IDord-87170cd5bc9f4dd3a30101191dca79c3
Source noteuspto-grants-2014_06