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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83737Generated: October 27, 2026

Methanol → 1-(benzo[d][1,3]dioxol-5-yl)-N-(4'-(methoxymethyl)-6-methylbiphenyl-3-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/83737

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant1-(benzo[d][1,3]dioxol-5-yl)-N-(4'-(hydroxymethyl)-6-methylbiphenyl-3-yl)cyclopropanecarboxamideHCID 59205970—
SolventTolueneHCID 1140—
Product1-(benzo[d][1,3]dioxol-5-yl)-N-(4'-(methoxymethyl)-6-methylbiphenyl-3-yl)cyclopropanecarboxamideHCID 5920602323.1%

Reaction Steps

1-(Benzo[d][1,3]dioxol-5-yl)-N-(4′-(hydroxymethyl)-6-methylbiphenyl-3-yl)cyclopropanecarboxamide (40 mg, 0.10 mmol), para-toluenesulfonic acid (24 mg, 0.13 mmol) and MeOH (53 μL, 1.3 mmol) were dissolved in toluene (2.0 mL) and irradiated in the microwave at 140° C. for 10 minutes. Volatiles were removed in vacuo and crude product was purified by reverse phase HPLC to afford 1-(benzo[d][1,3]dioxol-5-yl)-N-(4′-(methoxymethyl)-6-methylbiphenyl-3-yl)cyclopropanecarboxamide (9.6 mg, 23%). ESI-MS m/z calc. 415.5. found 416.5 (M+1)+; retention time 3.68 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846753B2
Source datasetuspto-grants-2014_09
ORD IDord-8c8c18e57cc34133b17b169c1cef584d
Source noteuspto-grants-2014_09