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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2219216Generated: October 30, 2026

Triethylamine → 1-Chloro-isoquinoline-5-sulfonic acid (2-{[3-(2-benzyl-4-chloro-phenoxy)-propyl]-[bis-(4-methoxy-phenyl)-methyl]-amino}-ethyl)-amide

https://huagongshe.com/reaction/2219216

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Chloroisoquinoline-5-sulfonyl chlorideHCID 21979781—
ReactantN1-[3-(2-benzyl-4-chloro-phenoxy)-propyl]-N1-[bis-(4-methoxy-phenyl)-methyl]-ethane-1,2-diamineHCID 58816148—
SolventDichloromethaneHCID 6344—
Product1-Chloro-isoquinoline-5-sulfonic acid (2-{[3-(2-benzyl-4-chloro-phenoxy)-propyl]-[bis-(4-methoxy-phenyl)-methyl]-amino}-ethyl)-amideHCID 8661093278.2%

Reaction Steps

Powdered 1-chloro-isoquinoline-5-sulfonyl chloride (124 mg, 0.473 mmol) is added to a stirred solution of N1-[3-(2-benzyl-4-chloro-phenoxy)-propyl]-N1-[bis-(4-methoxy-phenyl)-methyl]-ethane-1,2-diamine (258 mg, 0.473 mmol) and NEt3 (0.198 mL, 1.42 mmol) in anhydrous CH2Cl2 (5 mL) at ambient temperature under nitrogen. The resultant mixture is allowed to stir for 1 hour. The mixture is chromatographed on silica gel (gradient 0-4% EtOAc in CH2Cl2) to give 285 mg (0.370 mmol, 78% yield) of the title compound as foam. ESIMS: m/z 768 [(M−H)−, 35C, 35Cl], 770 [(M−H)−, 35Cl, 37Cl], 772 [(M−H)−, 37Cl, 37Cl. Analysis for C42H41Cl2N3O5S: calcd: C, 65.45; H, 5.36; N, 5.45; found: C, 65.43; H, 5.27; N, 5.42.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07414063B2
Source datasetuspto-grants-2008_08
ORD IDord-a6e91a9fbc3f47079d6fe2286dae9d1d
Source noteuspto-grants-2008_08