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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 936Generated: October 23, 2026

1-Hydroxybenzotriazole → (S)-N-(3-Benzyl-3-azabicyclo[3.2.1]oct-8-yl)-4-amino-5-chloro-2-(1-methyl-2-butynyl)oxybenzamide

https://huagongshe.com/en/reaction/936

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant(S)-4-amino-5-chloro-2-[(1-methyl-2-butynyl)oxy]benzoic acidHCID 15258856—
Reactant8-Amino-3-benzylazabicyclo[3.2.1]octaneHCID 53659248—
Product(S)-N-(3-Benzyl-3-azabicyclo[3.2.1]oct-8-yl)-4-amino-5-chloro-2-(1-methyl-2-butynyl)oxybenzamideHCID 69230097—

Reaction Steps

The condensation of 530 mg of (S)-4-amino-5-chloro-2-[(1-methyl-2-butynyl)oxy]benzoic acid with 850 mg of 8-amino-3-benzylazabicyclo[3.2.1]octane was conducted in a similar manner to that of the Example 34 by the use of WSC.HCl and 1-hydroxybenzotriazole (HOBT). The product was purified by silica gel column chromatography (5% methanol/chloroform) to give 220 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723472
Source datasetuspto-grants-1998_03
ORD IDord-9dc5871df86240a4b56e8af07f75976e
Source noteuspto-grants-1998_03