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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 218169Generated: October 25, 2026

Bromocycloheptane → methyl 3-(1-cycloheptyl-1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropanoate

https://huagongshe.com/reaction/218169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromocycloheptaneHCID 16992—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactantmethyl 3-(1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropanoateHCID 59251051—
SolventDimethyl SulfoxideHCID 679—
Productmethyl 3-(1-cycloheptyl-1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropanoateHCID 6870255160%

Reaction Conditions

Temperature85 °C

Reaction Steps

Methyl 3-(1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropanoate (500 mg, 1.62 mmol, prepared in Synthetic Intermediate III(c)) was dissolved in 5 mL DMSO and NaHMDS (2.4 mL, 2.4 mmol, 1.0 M in THF) was added followed by bromocycloheptane (446 uL, 3.25 mmol). The reaction was heated overnight at 85° C. The reaction was quenched with TFA and purified by HPLC to give methyl 3-(1-cycloheptyl-1H-indazol-5-yl)-2,2-dimethyl-3-phenylpropanoate (393 mg, 60%). (M+H)+=405.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08198311B2
Source datasetuspto-grants-2012_06
ORD IDord-60fecc13f5284888bf25953c32ff45cc
Source noteuspto-grants-2012_06