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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38852Generated: October 26, 2026

Water → methyl 6-bromo-1-tosyl-1H-indazole-4-carboxylate

https://huagongshe.com/reaction/38852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Toluenesulfonyl chlorideHCID 7397—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 6-bromo-1H-indazole-4-carboxylateHCID 24728062—
SolventDimethylformamideHCID 6228—
Productmethyl 6-bromo-1-tosyl-1H-indazole-4-carboxylateHCID 6669154583.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium hydride (1.289 g, 32.2 mmol) was added portion wise to a solution of methyl 6-bromo-1H-indazole-4-carboxylate (4.11 g, 16.11 mmol) in N,N-dimethylformamide (50 ml) at 0° C. The dark orange mixture was stirred at 0° C. for 10 mins, then treated with 4-methylbenzenesulfonyl chloride (3.38 g, 17.72 mmol). The resultant pale cream mixture was stirred for 30 mins at 0° C. then poured into water (1000 ml). The cream precipitate was filtered off under vacuum and dried in the vacuum oven at 50° C. for 18 h to give the title compound as a yellow solid (5.51 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524751B2
Source datasetuspto-grants-2013_09
ORD IDord-c7c2f7b17609413b8ddc990e20123999
Source noteuspto-grants-2013_09