Methylamine → HCID 178482404, Verbindung

HRID 33411Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 33411
Cl[C:2]1[CH:3]2[C:10]([I:11])=[CH:9][N:8]([CH:12]([CH3:14])[CH3:13])[CH:4]2[N:5]=[CH:6][N:7]=1.[CH3:15][NH2:16]>C1COCC1>[I:11][C:10]1[CH:3]2[CH:4]([N:5]=[CH:6][N:7]=[C:2]2[NH:16][CH3:15])[N:8]([CH:12]([CH3:14])[CH3:13])[CH:9]=1

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 597965304-Chloro-7,7a-dihydro-5-iodo-7-isopropyl-4aH-pyrrolo[2,3-d]pyrimidine

Produkt 1

HCID 178482404HCID 178482404, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

4-Chloro-7,7a-dihydro-5-iodo-7-isopropyl-4aH-pyrrolo[2,3-d]pyrimidine (0.3 g, 0.93 mmol) from above was placed within a 15 ml pressure tube. 2 M methylamine in THF (15 ml) was added, and the reaction was left to stir overnight. The volatiles were removed in vacuo, and the residue was dissolved in methanol, 5 ml silica gel were added, and the volatiles were removed in vacuo. The adhered product was purified by silica gel chromatography (ethyl acetate:hexanes), and the requisite fractions were pooled and evaporated in vacuo to yield the desired product (0.25 g, 85% yield). 1H NMR (399.6 MHz, CDCl3) δ 1.43 (6H, d, J=6.8 Hz), 3.13 (3H, d, J=4.8 Hz), 5.0 (1H, sp, J=6.8 Hz), 7.02 (1H, s), 8.35 (1H, s).

Aufarbeitung

  1. waitthe reaction was left
  2. customThe volatiles were removed in vacuo
  3. dissolutionthe residue was dissolved in methanol
  4. addition5 ml silica gel were added
  5. customthe volatiles were removed in vacuo
  6. customThe adhered product was purified by silica gel chromatography (ethyl acetate:hexanes)
  7. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-c8ab6941816542d796434313a961eab1
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07429596B2

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