Morpholine → 7-Bromo-3-(3-morpholin-4-yl-3-oxopropyl)-9-pentyl-6,9-dihydro-5h-[1,2,4]triazolo[4,3-a]purin-5-one

HRID 1787796Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1787796
[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]3[C:12]([CH2:15][CH2:16][C:17](O)=[O:18])=[N:13][N:14]=[C:6]3[N:5]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:4]=2[N:3]=1.[NH:25]1[CH2:30][CH2:29][O:28][CH2:27][CH2:26]1.C(N(CC)CC)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1>C(Cl)Cl>[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]3[C:12]([CH2:15][CH2:16][C:17]([N:25]4[CH2:30][CH2:29][O:28][CH2:27][CH2:26]4)=[O:18])=[N:13][N:14]=[C:6]3[N:5]([CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[C:4]=2[N:3]=1

Komponenten

6

Edukt 4

HCID 8083MorpholineHCID 8471TriethylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 250596563-(7-Bromo-5-oxo-9-pentyl-6,9-dihydro-5h-[1,2,4]triazolo[4,3-a]purin-3-yl)propanoic acid

Produkt 1

HCID 250599157-Bromo-3-(3-morpholin-4-yl-3-oxopropyl)-9-pentyl-6,9-dihydro-5h-[1,2,4]triazolo[4,3-a]purin-5-oneAusbeute 63,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

The mixture of 3-(7-bromo-5-oxo-9-pentyl-6,9-dihydro-5H[1,2,4]triazolo[4,3-a]purin-3-yl]propanoic acid (50 mg, 0.126 mmol), morpholine (21.0 mg, 0.252 mmol), triethylamine (25.5 mg, 0.252 mmol) and BOP (61.5 mg, 0.139 mmol) in CH2Cl2 (10 ml) was stirred at room temperature for 2 hours. After evaporation of solvent, the residue was purified by preparative LC-MS to afford the desired product (37.2 mg, 60%) as white solid. LCMS calculated for C18H25BrN7O3(M+H): 466.1; found: 466.1.

Aufarbeitung

  1. customAfter evaporation of solvent
  2. customthe residue was purified by preparative LC-MS

Quellen und Nachweise

ORD-Eintrag
ord-74cc70bfb85842a5b0ee3a6e77d0cdcc
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07511050B2

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