Methylamine → 3-(Methylaminomethyl)pyridine

To a solution of 3-pyridine-carboxaldehyde (0.24 g) in methanol, methylamine (2.0 M solution in tetrahydrofuran, 6 ml) was added, and the mixture was stirred at room temperature for 23 hours. Then, sodium borohydride (0.22 g) was added thereto, and the mixture was stirred for 1 hour. The reaction solution was concentrated under reduced pressure. The residue was partially purified on a reverse-phase silica gel column. A crude product was obtained by decantation and directly used in the next reaction.

1. stirringthe mixture was stirred for 1 hour
2. concentrationThe reaction solution was concentrated under reduced pressure
3. customThe residue was partially purified on a reverse-phase silica gel column

ORD record

ord-4abd7d54bfee401aa67bb70de2d8dbc1

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09187489B2