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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967713Generated: October 24, 2026

Methyl iodide → [2-(6-Methoxy-indazol-1-yl)-1-methyl-ethyl]-carbamic Acid Benzyl Ester

https://huagongshe.com/en/reaction/967713

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
ReactantAmmonium ChlorideHCID 25517—
Reactantbenzyl 2-(6-hydroxy-1H-indazol-1-yl)-1-methylethylcarbamateHCID 136338685—
SolventDimethylformamideHCID 6228—
Product[2-(6-Methoxy-indazol-1-yl)-1-methyl-ethyl]-carbamic Acid Benzyl EsterHCID 6975253692%

Reaction Steps

To a solution of the product from Step A (0.95 g, 3.19 mmol) in DMF (10 mL) was added cesium carbonate (1.26 g, 3.70 mmol) followed by iodomethane (0.23 mL, 3.70 mmol) at room temperature. After stirring for 3 h, saturated aqueous ammonium chloride (30 mL) was added and the mixture extracted with ethyl acetate (3×65 mL). The combined extracts were washed with brine (10 mL), dried (MgSO4) and evaporated to a residue which was purified by chromatography (silica, 20% ethyl acetate in hexane to 30% ethyl acetate in hexane) to give a syrup (0.63 g, 92%): MS (ES) m/z 340(M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06956036B1
Source datasetuspto-grants-2005_10
ORD IDord-dfa9faadd8ec4aa0ab13300c63c17155
Source noteuspto-grants-2005_10