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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909286Generated: October 29, 2026

1H-Indazole-4-carboxylic acid, 1-acetyl-6-bromo-, methyl ester → methyl 6-bromo-1H-indazole-4-carboxylate

https://huagongshe.com/reaction/1909286

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Indazole-4-carboxylic acid, 1-acetyl-6-bromo-, methyl esterHCID 68295433—
SolventHydrochloric AcidHCID 313—
SolventMethanolHCID 887—
Productmethyl 6-bromo-1H-indazole-4-carboxylateHCID 2472806271.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a stirred solution of methyl 1-acetyl-6-bromo-1H-indazole-4-carboxylate (18 g, 61.0 mmol) in methanol (350 mL), 6N HCl (350 mL) was added and stirred it at 60° C. for 8 h. On completion of reaction, solvent was removed under reduced pressure then basified with saturated NaHCO3 solution till pH 8. The solid precipitate was filtered and dried under vacuum before being stirred in diethyl ether for 15 min, filtered and dried to afford methyl 6-bromo-1H-indazole-4-carboxylate (11 g, 71.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598167B1
Source datasetuspto-grants-2013_12
ORD IDord-77b8f4cd9f024476ae138070b920e81d
Source noteuspto-grants-2013_12