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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586064Generated: October 25, 2026

Water → methyl 4-nitro-1H-indazole-1-carboxylate

https://huagongshe.com/reaction/586064

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl chloroformateHCID 6586—
Reactant4-NitroindazoleHCID 18057—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
Productmethyl 4-nitro-1H-indazole-1-carboxylateHCID 22032604—

Reaction Steps

NaH (0.3 g, 12.5 mmol) in DMF (5 mL) was treated with 4-nitro-1H-indazole (1.33 g, 10 mmol) at 0° C. The reaction mixture was allowed to warm to room temperature and stir for 1 hour. The mixture was treated with methyl chloroformate (0.9 mL) and stirred at room temperature for 3 hours. The mixture was treated with water and filtered to provide the title compound as a solid. 1H NMR (300 MHz, DMSO-d6) δ 4.1 9 (s, 3H), 7.9 (t, 1H), 8.38 (d, 1H), 8.62 (d, 1H), 8.85 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06933311B2
Source datasetuspto-grants-2005_08
ORD IDord-da5f5e15cde44a4080deeedc511fab57
Source noteuspto-grants-2005_08