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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1189688Generated: October 31, 2026

Diisopropylcarbodiimide → 2-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid methyl ester

https://huagongshe.com/reaction/1189688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylcarbodiimideHCID 12734—
ReactantN-[(2,4-dichloro-3-isothiocyanatophenyl)methyl]-2,2-dimethylpropanamideHCID 56840192—
ReactantMethyl-2-[4-trifluoromethyl-piperidinyl]-4-methylamino-5-amino-benzoateHCID 67957313—
SolventDimethylformamideHCID 6228—
Product2-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid methyl esterHCID 67957607—

Reaction Steps

The sub-title compound is prepared in analogy to 6c from methyl-2-[4-trifluoromethyl-piperidinyl]-4-methylamino-5-amino-benzoate (1.60 g, 4.82 mmol), and N-(2,4-dichloro-3-isothiocyanato-benzyl)-2,2-dimethyl-propionamide (1.53 g, 4.82 mmol), DIC (0.82 mL, 5.3 mmol) and DMF (20 mL). Yield: 2.54 g. HPLC Rt=1.42 min (method A). MS m/z: 614 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08674113B2
Source datasetuspto-grants-2014_03
ORD IDord-bcb4e874880047728af874a2d5f1ca43
Source noteuspto-grants-2014_03