L-Alaninol → 2-(S)-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-propan-1-ol

HRID 14847

Reaktionsgleichung

Reaktionsgleichung von HRID 14847
[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH:11]=O)[CH:5]=[CH:4][N:3]=1.[NH2:16][C@@H:17]([CH3:20])[CH2:18][OH:19]>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[CH2:11][NH:16][C@@H:17]([CH3:20])[CH2:18][OH:19])[CH:5]=[CH:4][N:3]=1

Komponenten

3

Edukt 2

HCID 80307L-AlaninolHCID 249019653-(2-Chloro-pyrimidin-4-yl)-benzaldehyde

Produkt 1

HCID 866032862-(S)-[3-(2-Chloro-pyrimidin-4-yl)-benzylamino]-propan-1-ol

Versuchsvorschrift

Intermediate 1 was coupled with 2-(S)-amino-propan-1-ol following procedure B. LC-MS showed the product had the expected M+H+ of 278. 1H NMR (Varian 300 MHz, CDCl3, shifts relative to the solvent peak at 7.24 ppm) δ 8.4 (m, 1H) 7.8 (s, 1H) 7.7 (m, 1H) 7.5 (m, 1H) 7.3 (m, 1H) 7.0 (m, 1H) 3.8 (m, 1H) 3.6 (m, 1H) 3.4 (m, 1H) 3.1 (m, 1H) 2.6 (m, 1H) 0.9 (m, 3H).

Quellen und Nachweise

ORD-Eintrag
ord-9e0ab46d1dc941f48d2beb77fb96a335
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732444B2

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