HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877982Generated: October 29, 2026
(2-Methoxyethyl)(methyl)amine → HCID 70663212, compound
https://huagongshe.com/reaction/877982
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | (2-Methoxyethyl)(methyl)amine | HCID 300977 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | 6-chloro-N-methyl-4-(2-methylphenyl)pyridin-3-amine | HCID 57710443 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 70663212 | HCID 70663212 | 49% |
Reaction Steps
6-Chloro-N-methyl-4-o-tolylpyridin-3-amine (60 mg, 0.26 mmol, prepared as described in WO2005/002577), sodium tert-butoxide (74 mg, 0.77 mmol), palladium acetate (5.8 mg, 0.026 mmol, CAS RN 3375-31-3) and BINAP (48 mg, 0.077 mmol, CAS RN 76189-55-4) were dissolved in toluene (3 mL) and stirred under an argon atmosphere for 10 minutes. N-(2-Methoxyethyl)methylamine (46 mg, 0.52 mmol, CAS RN 38256-93-8) was added and the reaction mixture was sealed and heated to 150° C. under microwave irradiation for 30 min. The reaction mixture was columned directed on silica gel (EtOAc) to yield the product as a light brown oil (36 mg, 49%). This material was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08987307B2 |
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| Source dataset | uspto-grants-2015_03 |
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| ORD ID | ord-f834ac4dde084890ac4352dd696b3728 |
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| Source note | uspto-grants-2015_03 |
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