Triethylamine → 6-Chloro-N2-ethylpyrimidine-2,4-diamine

HRID 993250Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 993250
Cl[C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[C:4]([Cl:9])[N:3]=1.Cl.[CH2:11]([NH2:13])[CH3:12].CCN(CC)CC>C(O)CCC>[NH2:8][C:6]1[CH:5]=[C:4]([Cl:9])[N:3]=[C:2]([NH:13][CH2:11][CH3:12])[N:7]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 11198Ethylamine hydrochlorideHCID 823874-Pyrimidinamine, 2,6-dichloro-

Produkt 1

HCID 234355296-Chloro-N2-ethylpyrimidine-2,4-diamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

A mixture of 2,6-dichloro-4-aminopyrimidine 6-1 (4.8 g, 29.3 mmol), ethylamine hydrochloride (7.0 g, 85.8 mmol), Et3N (20 mL, 144 mmol) and n-butanol (150 mL) was heated to 90° C. for 6 hours. After cooling, the solvent was removed in vacuo and the residue partitioned between saturated Na2CO3 solution and EtOAc. The EtOAc layer was washed with brine, dried (MgSO4) and concentrated to give an orange solid. Purification by column chromatography (EtOAc/hexane 1:1) gave the title compound 6-2 as a white solid.

Aufarbeitung

  1. temperatureAfter cooling
  2. customthe solvent was removed in vacuo
  3. customthe residue partitioned between saturated Na2CO3 solution and EtOAc
  4. washThe EtOAc layer was washed with brine
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customto give an orange solid
  8. customPurification by column chromatography (EtOAc/hexane 1:1)

Quellen und Nachweise

ORD-Eintrag
ord-705e3e3d74d748cfa6368924239a276e
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06472403B2

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