HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl(6-methyl-2-pyridylmethyl)amine → HCID 69730740, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl(6-methyl-2-pyridylmethyl)amine | HCID 81438 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Tert-butyl 4-(6-chloropyrazin-2-YL)piperazine-1-carboxylate | HCID 18186946 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69730740 | HCID 69730740 | — |
Reaction Steps
A mixture of 6′-chloro-2,3,5,6-tetrahydro-[1,2′]bipyrazinyl-4-carboxylic acid tert-butyl ester I-1a (50 mg, 0.17 mmol), methyl-(6-methyl-pyridin-2-ylmethyl)-amine (29.6 mg, 0.22 mmol), sodium tert-butoxide (45 mg, 0.46 mmol), BINAP (8.4 mg, 0.014 mmol), tris(dibenzylideneacetone)dipalladium(0) (6.2 mg, 0.006 mmol) in toluene (2 mL) was stirred at reflux for 2 h. The reaction mixture was cooled, diluted with ethyl acetate, and filtered through celite. The filtrate was concentrated in vacuo and the residue was purified via preparative TLC (5% methanol in methylene chloride) to yield the title compound I-4g (14.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06894050B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-47237264645644d484a6381ee0265e31 |
| Source note | uspto-grants-2005_05 |