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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1586452Generated: November 4, 2026

1-Bromopropane → 1-Propyl-1h-indazole-3-carboxylic acid

https://huagongshe.com/reaction/1586452

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromopropaneHCID 7840—
ReactantSodium hydrideHCID 24758—
ReactantIndazole-3-carboxylic acidHCID 78250—
SolventDimethylformamideHCID 6228—
Product1-Propyl-1h-indazole-3-carboxylic acidHCID 1063201167.3%

Reaction Steps

To a solution of 1H-indazole-3-carboxylic acid (5.00 g) in DMF (40 ml) was gradually added 60% sodium hydride (1.55 g) at 0° C. with stirring, and the mixture was stirred at room temperature for one hour. Then 1-bromopropane (4.55 g) was added, and the mixture was stirred overnight. The reaction solution was distilled off, dissolved in water, and washed with ethyl acetate. The aqueous layer was made acidic with hydrochloric acid, extracted with ethyl acetate, then the extract was dried over anhydrous magnesium sulfate, and decolorized with active carbon. After the solvent was distilled off, crystallization from ether gave the title compound (4.24 g) as crystals. Yield=67%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05945434
Source datasetuspto-grants-1999_08
ORD IDord-738ee3fc61c6471c95a8397993440009
Source noteuspto-grants-1999_08