HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646359Generated: October 30, 2026
Methyl 4-(bromomethyl)-3-methoxybenzoate → HCID 178497911, compound
https://huagongshe.com/reaction/1646359
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl 4-(bromomethyl)-3-methoxybenzoate | HCID 2759828 | — |
| Reactant | Sodium | HCID 5360545 | — |
| Reactant | HCID 178526464 | HCID 178526464 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178497911 | HCID 178497911 | 38.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05179112 |
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| Source dataset | uspto-grants-1993_01 |
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| ORD ID | ord-ecbf6908276343cabee39ae9c61a0205 |
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| Source note | uspto-grants-1993_01 |
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