Butylamine → 6-Chloro-5-amino-4-butyl pyrimidine

HRID 1295465

Reaktionsgleichung

Reaktionsgleichung von HRID 1295465
[NH2:1][C:2]1[C:3](Cl)=[N:4][CH:5]=[N:6][C:7]=1[Cl:8].CCN(CC)CC.[CH2:17](N)[CH2:18][CH2:19][CH3:20]>CCCCO>[Cl:8][C:7]1[N:6]=[CH:5][N:4]=[C:3]([CH2:17][CH2:18][CH2:19][CH3:20])[C:2]=1[NH2:1]

Komponenten

5

Edukt 3

HCID 8007ButylamineHCID 8471TriethylamineHCID 794345-Amino-4,6-dichloropyrimidine

Produkt 1

HCID 858276526-Chloro-5-amino-4-butyl pyrimidine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

A solution of 5-amino-4,6-dichloropyrimidine (1 mmol) in n-BuOH was treated with Et3N (1.2 mmol) and n-Butylamine (1.0 mmol) at 80 C. After 16 h, solvent was removed under reduced pressure. The residue was dissolved in EtOAc, the organic layer washed with water and then dried (MgSO4). Filtration and removal of solvent gave 6-chloro-5-amino-4-butyl pyrimidine as a brown solid. Rf=0.5 in 1:1 EtOAc:hexane. 1H NMR (CDCl3) δ 8.07 (s, 1H), 4.88 (br s, 1H), 3.49 (m, 2H), 3.35 (br s, 2H), 1.6 (m, 2H), 1.44 (m, 2), 0.95 (t, 3H).

Aufarbeitung

  1. customsolvent was removed under reduced pressure
  2. dissolutionThe residue was dissolved in EtOAc
  3. washthe organic layer washed with water
  4. dry with materialdried (MgSO4)
  5. filtrationFiltration and removal of solvent

Quellen und Nachweise

ORD-Eintrag
ord-4c96a5f9caf744acb1e89ce41d429c2c
Quelldatensatz
uspto-grants-2007_07
Patentnummer
US07241890B2

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