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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1925116Generated: October 27, 2026

tert-Butyl (2-chloroacetyl)carbamate → [6-(6-Bromo-benzotriazol-1-ylmethyl)-imidazo[1,2-b]pyridazin-2-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1925116

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl (2-chloroacetyl)carbamateHCID 14221822—
Reactant6-(6-Bromo-benzotriazol-1-ylmethyl)-pyridazin-3-ylamineHCID 59233021—
SolventDimethylacetamideHCID 31374—
Product[6-(6-Bromo-benzotriazol-1-ylmethyl)-imidazo[1,2-b]pyridazin-2-yl]-carbamic acid tert-butyl esterHCID 5923326630.9%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of compound 10G (1.0 g, 3.28 mmol), (2-chloro-acetyl)-carbamic acid tert-butyl ester (1.0 g, 5.0 mmol) and Na2HPO4 (1.4 g, 10 mmol) in DMA (50 mL) was stirred at 135° C. for four hours. Solvent was removed under reduced pressure. The residue was sonicated in ethyl acetate/water, and the precipitate was filtered off. Ethyl acetate solution was separated and concentrated and loaded on silica gel. The silica column was eluted with hexane/ethyl acetate (1/2) to give 0.45 g of desired product (10H). ESI-MS:m/z 444.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08178534B2
Source datasetuspto-grants-2012_05
ORD IDord-7c1bea8a86044366bbbbc54856e4bb81
Source noteuspto-grants-2012_05