| Identification | Back Directory | [Name]
6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester | [CAS]
1150566-27-0 | [Synonyms]
Ethyl 6-chloroiMidazo[1,2...
6-chloroimidazo[1,2-a]pyrazine-3-carboxylic acid
ethyl 6-chloroiMidazo[1,2-b]pyridazne-3-carboxylate
6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester
Imidazo[1,2-b]pyridazine-3-carboxylic acid, 6-chloro-, ethyl ester | [Molecular Formula]
C9H8ClN3O2 | [MDL Number]
MFCD11975600 | [MOL File]
1150566-27-0.mol | [Molecular Weight]
225.632 |
| Hazard Information | Back Directory | [Uses]
6-Chloro-iMidazo[1,2-b]pyridazine-3-carboxylic acid ethyl ester is mainly used as pharmaceutical intermediates. | [Synthesis]
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 |
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