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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445712Generated: October 31, 2026

2-Methoxypropene → HCID 59619684, compound

https://huagongshe.com/reaction/445712

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethoxypropeneHCID 8300—
ReactantTriethylamineHCID 8471—
ReactantDiethyl methylmalonateHCID 11857—
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
Reactant5-Bromo-2-methylpyridin-3-amineHCID 21964096—
ReactantHCID 57545913HCID 57545913—
SolventChloroformHCID 6212—
ProductHCID 59619684HCID 59619684—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 5-bromo-2-ethyl-pyridin-3-ylamine (1.492 mmol), synthesized in a similar manner as described for 5-bromo-2-methyl-pyridin-3-ylamine (Stage 75.1.4) using diethyl methylmalonate (HPLC: tR 1.71min (Method A); M+H=201, 203 MS-ES), in chloroform (0.75 ml) and 2-methoxypropene (Aldrich, Buchs, Switzerland, 7.46 mmol) were added triethylamine (1.492 mmol) and pyridinium para-toluensulfonate (0.149 mmol). The RM was stirred for 17 h at 100° C., then was quenched with aqueous Na2CO3 and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over Na2SO4, filtered, evaporated and dried under vacuum to give the title compound as a brown oil (M+H=241, 243 MS-ES).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476294B2
Source datasetuspto-grants-2013_07
ORD IDord-7b297214a94648588fafd24d8cc9bdc7
Source noteuspto-grants-2013_07