3-[(2S)-oxiran-2-yl]pyridine → (S)-2-amino-1-(pyridin-3-yl)ethanol

HRID 1061278Notes

Reaction equation

HRID 1061278 reaction equation
[O:1]1[CH2:3][C@@H:2]1[C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1.CO.[NH4+:12]>>[NH2:12][CH2:3][C@H:2]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)[OH:1]

Participants

3

Reactant 2

HCID 133195603-[(2S)-oxiran-2-yl]pyridineHCID 22220579Ammonium methanol

Product 1

HCID 40480581(S)-2-amino-1-(pyridin-3-yl)ethanol

Procedure

The title compound was prepared from 3-[(2S)-oxiranyl]pyridine (which was obtained in Example 129) and saturated ammonium methanol in substantially the same manner, as described in Example 124. The product was obtained as a brown oil; 1H NMR (400 MHz, DMSO-d6) δ 1.60 (brs, 2H), 2.59-2.71 (m, 2H), 4.47-4.50 (m, 1H), 5.20 (brs, 1H), 7.31-7.34 (m, 1H), 7.68-7.71 (m, 1H), 8.42-8.43 (m, 1H), 8.50-8.51 (m, 1H); MS (ES) m/z: 139 (MH+).

Workup

  1. customThe product was obtained as a brown oil

Sources & evidence

ORD record
ord-271810768904466faf4c2a1484f8ff1b
Source dataset
uspto-grants-2003_02
Patent number
US06525202B2

Reaction notes

Loading…