Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,6-Difluoropyridine | HCID 73934 | — |
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | HCID 17965116 | HCID 17965116 | 74.8% |
Reaction Steps
To 2,6-difluoro-pyridine (20, 100 g, 869 mmol) in 500 mL of N-methylpyrrolidone, 4-methoxy-benzylamine (60, 136 mL, 1.043 mol) and N,N-diisopropylethylamine (304 mL, 1.738 mol) were added. The reaction was stirred at 90° C. overnight, then poured into 8 L of water. The precipitate was collected by filtration and washed with water, then taken up in ethyl acetate and washed with water. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was triturated with heptane and collected by filtration to provide the desired compound (61, 151 g, 650 mmol, 74.8% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08158636B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-f0febaac48f243328f83e72145996887 |
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| Source note | uspto-grants-2012_04 |
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