3-Pentanamine → 5-bromo-2-chloro-N-(pentan-3-yl)pyrimidin-4-amine

HRID 2189260Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2189260
[Br:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1.[CH2:10]([CH:12]([NH2:15])[CH2:13][CH3:14])[CH3:11].CCN(C(C)C)C(C)C>C(O)C>[Br:1][C:2]1[C:3]([NH:15][CH:12]([CH2:13][CH3:14])[CH2:10][CH3:11])=[N:4][C:5]([Cl:8])=[N:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 120193-PentanamineHCID 81531DiisopropylethylamineHCID 2899735-Bromo-2,4-dichloropyrimidine

Produkt 1

HCID 580158915-bromo-2-chloro-N-(pentan-3-yl)pyrimidin-4-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 5-Bromo-2,4-dichloropyrimidine (4.56 g, 20 mmol) in Ethanol (9 mL) is added 1-Ethylpropylamine (2.6 mL, 22 mmol) and DIEA (7 mL, 40 mmol) at ambient temperature. The reaction mixture is stirred at ambient temperature for 16 hrs, then is concentrated in vacuo and the residue is purified by flash chromatography (silica gel, ethyl acetate:hexane=3:97 to 30:70) to give (5-Bromo-2-chloro-pyrimidin-4-yl)-(1-ethyl-propyl)-amine. MS (ESI) m/z 280 (M+H)+. 1H NMR (CDCl3, 400 MHz) δ 8.1 (s, 1H), 5.24 (d, 1H), 4.1 (m, 1H), 1.58 (m, 4H), 0.93 (t, 6H).

Aufarbeitung

  1. concentrationis concentrated in vacuo
  2. customthe residue is purified by flash chromatography (silica gel, ethyl acetate:hexane=3:97 to 30:70)

Quellen und Nachweise

ORD-Eintrag
ord-e06396d5a7514d21bba0404571bfa6e4
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08324225B2

Notizen zur Reaktion

Wird geladen…