Aluminium lithium hydride → (R)-3-amino-1-(6-(cyclopentylmethoxy)pyridin-2-yl)propan-1-ol

Participants

Reaction Steps

LiAlH4 reduction of (R)-3-(6-(cyclopentylmethoxy)pyridin-2-yl)-3-hydroxypropanenitrile following the method described in Example 1 gave after flash chromatography purification (20%-30% 7N NH3/MeOH—CH2Cl2 gradient) Example 33 as a colorless oil. Yield (0.33 g, 24%); 1H NMR (400 MHz, DMSO-d6) δ 7.60 (t, J=7.6 Hz, 1H), 7.00 (d, J=6.8 Hz, 1H), 6.56 (d, J=8.0 Hz, 1H), 4.57-4.51 (m, 1H), 4.10-4.04 (m, 2H), 2.71-2.58 (m, 2H), 2.30-2.02 (m, 1H), 1.82-1.21 (m, 10H); RP-HPLC tR=7.71 min; ESI-MS m/z 251.3 [M+H]+.

Provenance & Evidence