HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 445712Generated: October 31, 2026
2-Methoxypropene → HCID 59619684, compound
https://huagongshe.com/reaction/445712
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Methoxypropene | HCID 8300 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diethyl methylmalonate | HCID 11857 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 5-Bromo-2-methylpyridin-3-amine | HCID 21964096 | — |
| Reactant | HCID 57545913 | HCID 57545913 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 59619684 | HCID 59619684 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08476294B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-7b297214a94648588fafd24d8cc9bdc7 |
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| Source note | uspto-grants-2013_07 |
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