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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 873791Generated: October 30, 2026

N-Iodosuccinimide → ethyl 4-iodo-5-methyl-1H-pyrazole-3-carboxylate

https://huagongshe.com/reaction/873791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
ReactantHCID 178469061HCID 178469061—
SolventDimethylformamideHCID 6228—
Productethyl 4-iodo-5-methyl-1H-pyrazole-3-carboxylateHCID 6013660899.3%

Reaction Steps

To a stirred solution of ethyl 3-methylpyrazole-5-carboxylate (3.11 g, 20.17 mmol) in DMF (50 mL) under Ar at 0° C. was added NIS (5.90 g, 26.2 mmol). The reaction mixture was stirred 20 hr at rt and quenched with 500 mL of water. The resulting precipitate was collected to afford the title product (5.61 g, 20.03 mmol, 99% yield) as a white solid. tR: 3.75 min (HPLC 1); tR: 0.78 min (LC-MS 2); ESI-MS: 281 [M+H]+ (LC-MS 2)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08975417B2
Source datasetuspto-grants-2015_03
ORD IDord-f10b5e2764a14411aa8d29ad518682e2
Source noteuspto-grants-2015_03