2-Amino-1-butanol → HCID 178454501, Verbindung

HRID 19594

Reaktionsgleichung

Reaktionsgleichung von HRID 19594
[CH2:1]([NH:8][C:9]1[C:10]2[NH:18][N:17]=[C:16]([CH:19]([CH3:21])[CH3:20])[C:11]=2[N:12]=[C:13](Cl)[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:22][CH2:23][CH:24]([NH2:27])[CH2:25][CH3:26]>>[CH2:1]([NH:8][C:9]1[C:10]2[NH:18][N:17]=[C:16]([CH:19]([CH3:21])[CH3:20])[C:11]=2[N:12]=[C:13]([NH:27][CH:24]([CH2:23][OH:22])[CH2:25][CH3:26])[N:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 221292-Amino-1-butanolHCID 178440418HCID 178440418, Verbindung

Produkt 1

HCID 178454501HCID 178454501, VerbindungAusbeute 83,5 %

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

The mixture of 7-benzylamino-5-chloro-3-isopropylpyrazolo[4,3-d]pyrimidine XVI (100 mg, 0.331 mmol) and 2 mL of 1-(R,S)-(hydroxymethyl)propylamine was heated at 120° C. for 3 hours. The reaction mixture was evaporated to dryness in vacuo and then chromatographed on silica gel. The mixture of chloroform/methanol (97/3) was used as a mobile phase. Yield=83.5%; white syrupy; MS (ES+): 355.3 (100%, M+H+). 1H-NMR (400 MHz, CDCl3): 0.96 t (3H, J=7.2 Hz, CH3CH2), 1.299 d (3H, J=7.1 Hz), 1.307 d (3H, J=7.1 Hz), 1.6 m (2H), 3.20 sept (1H, J=7.1 Hz), 3.55-3.80 m (3H), 4.74 bs (2H), 7.22-7.35 m (5H).

Aufarbeitung

  1. customThe reaction mixture was evaporated to dryness in vacuo
  2. customchromatographed on silica gel
  3. additionThe mixture of chloroform/methanol (97/3)

Quellen und Nachweise

ORD-Eintrag
ord-5cd70a3865e840dea5ec1f96a8962558
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07745450B2

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