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ChemicalBook CAS DataBase List 1H-Indazole, 4-broMo-7-fluoro-

1H-Indazole, 4-broMo-7-fluoro- synthesis

2synthesis methods
360576-04-1 Synthesis
6-BROMO-2,3-DIFLUOROBENZALDEHYDE

360576-04-1
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$9.00/1g

-

Yield:1186334-63-3 32%

Reaction Conditions:

with hydrazine in 1,2-dimethoxyethane; for 2.5 h;Product distribution / selectivity;Reflux;

Steps:

102.2

Step 2: 4-Bromo-7-fluoro-1 H-indazole; A 11.2 g portion of 6-bromo-2,3-difluoro-benzaldehyde was dissolved in 51 ml. of dimethoxyethane. To this was added 51 ml. of anhydrous hydrazine, followed by refluxing for2.5 hours; reaction monitored by thin layer chromatography (TLC). Dimethoxyethane was evaporated off and the remaining residue cooled in an ice bath. Ice was added and the resulting white solid filtered off, and washed with cold water. The solid was then warmed in dichloromethane and filtered. The filtrate was evaporated to dryness and warmed up in dichloromethane and filtered again. In total, 6.19 g of 4-bromo-7-fluoro-1 H-indazole was recovered as a white solid in 32% yield. MS: 215.0, 217.0 [M+H].

References:

WO2009/108838,2009,A1 Location in patent:Page/Page column 118