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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275146Generated: October 31, 2026

Methyl 4-(bromomethyl)-3-methoxybenzoate → HCID 178497911, compound

https://huagongshe.com/reaction/275146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(bromomethyl)-3-methoxybenzoateHCID 2759828—
ReactantSodiumHCID 5360545—
ReactantHCID 178526464HCID 178526464—
SolventMethanolHCID 887—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 178497911HCID 17849791138.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

6-Nitroindazolol (0.206 g.) was added to a solution of sodium (0.026 g.) in methanol (1.5 ml.), and the mixture heated at 50° C. for 10 minutes. A solution of methyl 4-bromomethyl-3-methoxybenzoate (B) (0.327 g.) in methanol (3.75 ml.) and N,N-dimethylformamide (DMF) (1.25 ml.) was added, and the mixture was refluxed for 18 hours. The cooled mixture was diluted with ethyl acetate and DMF, and washed with water and brine, then dried (MgSO4) and evaporated. The residue was triturated with 1:1 v/v ethyl acetate:ether to give methyl 4-[3-hydroxy-6-nitroindazol-1-ylmethyl]-3-methoxybenzoate (T) (0.158 g., 38%) as a yellow solid, m.p. 231°-235° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05391758
Source datasetuspto-grants-1995_02
ORD IDord-06b10746e3d54c19bf26ec11ee446aef
Source noteuspto-grants-1995_02