Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14163Generated: October 25, 2026

1,2-Dichloroethane → methyl 1H-indazole-6-carboxylate

https://huagongshe.com/reaction/14163

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1H-indazole-6-carboxylic acidHCID 16227938—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
Productmethyl 1H-indazole-6-carboxylateHCID 28653587.9%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a mixture of 1H-indazole-6-carboxylic acid (1.0 g) in methylene chloride (15 mL) was added EDC (1.8 g), HOBT (1.27 g), and triethylamine (1.29 mL). The mixture was heated to 40° C. for 30 minutes at which time methanol (10.0 mL) was added. The mixture was stirred at 40° C. for 18 h. The mixture was removed from heat, cooled to room temperature and poured into methylene chloride. The mixture was washed twice with water then brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 0.955 g of the title compound: 1H NMR (CDCl3) δ 3.98, 7.81, 7.86, 8.16, 8.29, 10.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07727997B2
Source datasetuspto-grants-2010_06
ORD IDord-6a1bc93ee637409f95728a186a28d160
Source noteuspto-grants-2010_06