6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester

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6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester Basic information
Product Name:6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester
Synonyms:6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester;Ethyl 6-chloroiMidazo[1,2...;ethyl 6-chloroiMidazo[1,2-b]pyridazne-3-carboxylate;6-chloroimidazo[1,2-a]pyrazine-3-carboxylic acid;Imidazo[1,2-b]pyridazine-3-carboxylic acid, 6-chloro-, ethyl ester;6-ChloroImidazole and [1,2-B]pyridazine-3-carboxylic acid Ethyl ester
CAS:1150566-27-0
MF:C9H8ClN3O2
MW:225.63
EINECS:
Product Categories:
Mol File:1150566-27-0.mol
6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester Structure
6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester Chemical Properties
density 1.47±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka0.88±0.30(Predicted)
AppearanceWhite to off-white Solid
Safety Information
HS Code 2928009090
MSDS Information
6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester Usage And Synthesis
Uses6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester is mainly used as pharmaceutical intermediates.
Synthesis
Pyridazinium, 3-chloro-6-[[(dimethylamino)methylene]amino]-1-(2-ethoxy-2-oxoethyl)-, bromide (1:1)

1150566-26-9

6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester

1150566-27-0

General procedure for the synthesis of ethyl 6-chloroimidazo[1,2-B]pyridazine-3-carboxylate from the compound (CAS:1150566-26-9): S-chloro-β-dimethylamino-methyleneamino-J-isoethyloxycarbonylmethyl-pyridazine-1-bromide (11.40 g, 32.40 mmol) was dissolved in acetonitrile (200 mL), followed by addition of diisopropylethylamine (15.22 mL, 64.81 mmol). The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure and the residue was ground with water to afford 5.77 g of ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate as a light brown solid in 77% yield. The product was characterized by 1H NMR (300 MHz, CDCl3): δ 8.36 (1H, s), 8.01 (1H, d, J = 9.4 Hz), 7.27 (1H, d, J = 9.4 Hz), 4.46 (2H, q, J = 7.1 Hz), 1.37 (3H, t, J = 7.1 Hz).LCMS analysis showed m/z 226 [M + 1]+ (molecular weight: 225.64).

References[1] Patent: WO2009/60197, 2009, A1. Location in patent: Page/Page column 59
[2] Patent: US2012/65184, 2012, A1. Location in patent: Page/Page column 37
Tag:6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester(1150566-27-0) Related Product Information
6-Chloro-imidazo[1,2-b]pyridazine-3-carbonitrile (6-Chloroimidazo[1,2-b]pyridazin-3-yl)(phenyl)methanone 6-Chloro-3-iodoimidazo[1,2-b]pyridazine 6-Chloro-imidazo[1,2-b]pyridazine-2-carboxylic acid, methyl ester Ethyl 6-chloroimidazo[1,2-b]pyridazine-2-carboxylate Ethyl 6-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate Imidazo[1,2-b]pyridazine-8-carboxylic acid, 6-chloro-, ethyl ester 6-Chloro-2-hydroxyimidazo[1,2-b]pyridazine IMidazo[1,2-b]pyridazine-3-carboxylic acid 3,6-Dichloroimidazo[1,2-b]pyridazine 6-Chloroimidazo[2,1-f]pyridazine 6-Chloropyridazin-3-ol 6-chloroiMidazo[1,2-b]pyridazine-3-carboxylic acid