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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1157920Generated: November 3, 2026

Diisopropylethylamine → HCID 21985168, compound

https://huagongshe.com/reaction/1157920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant4'-(Bromomethyl)-2-cyanobiphenylHCID 1501912—
Reactant2-[(5,6,7,8-Tetrahydroquinolin-8-ylamino)-methyl]-benzimidazole-1-carboxylic acid tert-butyl esterHCID 21985081—
SolventAcetonitrileHCID 6342—
ProductHCID 21985168HCID 2198516832.7%

Reaction Steps

Using the general alkylation procedure: To a solution of (1-tert-butoxycarbonyl-1H-Benzimidazol-2-ylmethyl)-(5,6,7,8-tetrahydro-quinolin-8-yl)-amine (0.194 g, 0.51 mmol) in CH3CN (5 mL) was added N,N-diisopropylethylamine (0.30 mL, 1.72 mmol) followed by 4′-bromomethyl-2-cyanobiphenyl (0.303 g, 1.11 mmol) and the resultant mixture heated to 60° C. for 25 h. Purification of the crude material by column chromatography on silica gel (10:1:1 CH2Cl2—CH3OH—NH4OH) followed by radial chromatography on silica gel (2 mm plate, 100:1:1 CH2Cl2—CH3OH—NH4OH) provided a tan foam (79 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07807694B2
Source datasetuspto-grants-2010_10
ORD IDord-4e957fe554f84c6cab95fb9d32b6d94c
Source noteuspto-grants-2010_10