(S)-3-Oxiranyl-pyridine → (R)-2-amino-1-(pyridin-3-yl)ethanol

Reaktionsgleichung

[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]

Komponenten

Edukt 2

HCID 13319559(S)-3-Oxiranyl-pyridine

HCID 22220579Ammonium methanol

Produkt 1

HCID 23556080(R)-2-amino-1-(pyridin-3-yl)ethanol

Versuchsvorschrift

The title compound was prepared from 3-[(2R)-oxiranyl]pyridine (which was obtained in Example 134) and saturated ammonium methanol in substantially the same manner, as described in Example 124. The product was obtained as a brown oil; 1H NMR (300 MHz, DMSO-d6) δ 1.70 (brs, 2 H), 2.62–2.74 (m, 2 H), 4.46–4.50 (m, 1 H), 5.20 (brs, 1 H), 7.30–7.34 (m, 1 H), 7.68–7.71 (m, 1 H), 8.42–8.50 (m, 2 H); MS (ES) m/z: 139 (MH+).

Aufarbeitung

customThe product was obtained as a brown oil

Quellen und Nachweise

ORD-Eintrag: ord-e5e5e79094f64f7ca24cbf0ae4212874
Quelldatensatz: uspto-grants-2006_04
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07022716B2

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