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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183479Generated: November 2, 2026

N-bromobutanimide → 5-Bromomethyl-4-chloro-3-cyano-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl Ester

https://huagongshe.com/reaction/2183479

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
ReactantHCID 21025099HCID 21025099—
CatalystBenzoyl PeroxideHCID 7187—
SolventCarbon TetrachlorideHCID 5943—
Product5-Bromomethyl-4-chloro-3-cyano-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl EsterHCID 2079163199.2%

Reaction Conditions

Temperature77 °C

Reaction Steps

A suspension of compound 1D (79 mg, 0.30 mmol), NBS (59 mg, 0.33 mmol) and benzoyl peroxide (5 mg, 0.02 mmol) in CCl4 (2 mL) was heated at 77° C. for 3 hours. After cooling to room temperature, the reaction was purified by a short silica gel column (eluted with CH2Cl2) to give compound 16A as a yellow solid (102 mg, 99%). B. 4-Chloro-3-cyano-5-hydroxymethyl-pyrrolo[1,2-b]pyridazine-6-carboxylic acid ethyl ester (16B)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900208B2
Source datasetuspto-grants-2005_05
ORD IDord-a7a783b33514403490cee7be8a358d44
Source noteuspto-grants-2005_05